# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_aaa
_database_code_depnum_ccdc_archive 'CCDC 1895279'
loop_
_audit_author_name
_audit_author_address
BrBrQ-RuCl
;Yulin Normal University
China
;
_audit_update_record             
;
2019-02-03 deposited with the CCDC.	2019-03-26 downloaded from the CCDC.
;
_audit_creation_date             2018-12-10
_audit_creation_method           
;
  Olex2 1.2-ac2
  (compiled 2012.03.06 svn.r2239, GUI svn.r4109)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C19 H17 Br2 Cl N O Ru'
_chemical_formula_sum            'C19 H17 Br2 Cl N O Ru'
_chemical_formula_weight         571.67
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   15.3091(5)
_cell_length_b                   7.9928(3)
_cell_length_c                   16.1335(5)
_cell_angle_alpha                90
_cell_angle_beta                 102.4800(10)
_cell_angle_gamma                90
_cell_volume                     1927.49(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9832
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.526
_cell_measurement_theta_min      3.043
_exptl_absorpt_coefficient_mu    5.105
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4914
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
? was used for absorption correction.
R(int) was 0.1254 before and 0.0488 after correction.
The Ratio of minimum to maximum transmission is 0.6591.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.970
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rod
_exptl_crystal_F_000             1108
_exptl_crystal_size_max          0.377
_exptl_crystal_size_mid          0.238
_exptl_crystal_size_min          0.219
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            39514
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.564
_diffrn_reflns_theta_min         2.890
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71076
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3790
_reflns_number_total             4449
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.710
_refine_diff_density_min         -1.234
_refine_diff_density_rms         0.138
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         4449
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0329
_refine_ls_restrained_S_all      1.148
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0395P)²+2.1230P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0785
_refine_ls_wR_factor_ref         0.0828
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.67148(2) 0.94932(3) 0.07810(2) 0.02823(8) Uani 1 1 d . . . . .
Br1 Br 0.66019(3) 1.16066(7) -0.22533(2) 0.06829(15) Uani 1 1 d . . . . .
Br2 Br 1.01791(4) 1.33591(6) -0.08098(4) 0.0857(2) Uani 1 1 d . . . . .
Cl1 Cl 0.65322(5) 1.23728(10) 0.11787(5) 0.03910(18) Uani 1 1 d . . . . .
O1 O 0.66700(14) 1.0403(3) -0.04314(13) 0.0375(5) Uani 1 1 d . . . . .
N1 N 0.80462(16) 1.0227(3) 0.08752(17) 0.0344(6) Uani 1 1 d . . . . .
C1 C 0.8714(2) 1.0132(5) 0.1549(2) 0.0435(8) Uani 1 1 d . . . . .
H1 H 0.8618 0.9631 0.2041 0.052 Uiso 1 1 calc R U . . .
C2 C 0.9567(2) 1.0774(5) 0.1536(3) 0.0537(10) Uani 1 1 d . . . . .
H2 H 1.0024 1.0697 0.2019 0.064 Uiso 1 1 calc R U . . .
C3 C 0.9726(2) 1.1497(5) 0.0831(3) 0.0551(11) Uani 1 1 d . . . . .
H3 H 1.0293 1.1910 0.0827 0.066 Uiso 1 1 calc R U . . .
C4 C 0.9035(2) 1.1633(4) 0.0095(3) 0.0444(8) Uani 1 1 d . . . . .
C5 C 0.9097(3) 1.2340(5) -0.0686(3) 0.0529(10) Uani 1 1 d . . . . .
C6 C 0.8392(3) 1.2325(5) -0.1368(3) 0.0556(10) Uani 1 1 d . . . . .
H6 H 0.8458 1.2771 -0.1883 0.067 Uiso 1 1 calc R U . . .
C7 C 0.7565(3) 1.1638(4) -0.1297(2) 0.0447(8) Uani 1 1 d . . . . .
C8 C 0.7432(2) 1.0997(4) -0.0537(2) 0.0347(7) Uani 1 1 d . . . . .
C9 C 0.8192(2) 1.0961(4) 0.0150(2) 0.0351(7) Uani 1 1 d . . . . .
C10 C 0.6056(4) 0.9461(5) 0.2614(3) 0.0655(12) Uani 1 1 d . . . . .
H10A H 0.6608 0.9384 0.3030 0.098 Uiso 1 1 calc R U . . .
H10B H 0.5583 0.8971 0.2837 0.098 Uiso 1 1 calc R U . . .
H10C H 0.5921 1.0616 0.2480 0.098 Uiso 1 1 calc R U . . .
C11 C 0.6145(2) 0.8552(4) 0.1832(2) 0.0399(7) Uani 1 1 d . . . . .
C12 C 0.6914(2) 0.7641(4) 0.1791(2) 0.0417(8) Uani 1 1 d . . . . .
H12 H 0.7365 0.7531 0.2277 0.050 Uiso 1 1 calc R U . . .
C13 C 0.7023(2) 0.6886(4) 0.1029(2) 0.0419(8) Uani 1 1 d . . . . .
H13 H 0.7547 0.6305 0.1020 0.050 Uiso 1 1 calc R U . . .
C14 C 0.6350(2) 0.6997(5) 0.0283(2) 0.0415(8) Uani 1 1 d . . . . .
C15 C 0.5558(2) 0.7883(5) 0.0335(2) 0.0409(8) Uani 1 1 d . . . . .
H15 H 0.5096 0.7951 -0.0144 0.049 Uiso 1 1 calc R U . . .
C16 C 0.5455(2) 0.8650(4) 0.1079(2) 0.0395(7) Uani 1 1 d . . . . .
H16 H 0.4931 0.9233 0.1089 0.047 Uiso 1 1 calc R U . . .
C17 C 0.6460(4) 0.6281(8) -0.0559(3) 0.0883(19) Uani 1 1 d D . . . .
C18 C 0.7419(4) 0.6121(8) -0.0635(4) 0.0890(17) Uani 1 1 d . . . . .
H18A H 0.7705 0.7194 -0.0545 0.133 Uiso 1 1 calc R U . . .
H18B H 0.7439 0.5722 -0.1192 0.133 Uiso 1 1 calc R U . . .
H18C H 0.7724 0.5345 -0.0217 0.133 Uiso 1 1 calc R U . . .
C19 C 0.5809(6) 0.5045(10) -0.0856(5) 0.063(3) Uani 0.576(11) 1 d . . P A 1
H19A H 0.5946 0.4053 -0.0518 0.094 Uiso 0.576(11) 1 calc R U P A 1
H19B H 0.5808 0.4788 -0.1438 0.094 Uiso 0.576(11) 1 calc R U P A 1
H19C H 0.5230 0.5453 -0.0816 0.094 Uiso 0.576(11) 1 calc R U P A 1
C19' C 0.5848(8) 0.6507(19) -0.1302(6) 0.084(5) Uani 0.424(11) 1 d D U P A 2
H19D H 0.5280 0.6067 -0.1246 0.127 Uiso 0.424(11) 1 calc R U P A 2
H19E H 0.6044 0.5933 -0.1752 0.127 Uiso 0.424(11) 1 calc R U P A 2
H19F H 0.5789 0.7680 -0.1430 0.127 Uiso 0.424(11) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 Cl1 2.4217(8) . ?
Ru1 O1 2.074(2) . ?
Ru1 N1 2.095(2) . ?
Ru1 C11 2.201(3) . ?
Ru1 C12 2.173(3) . ?
Ru1 C13 2.155(3) . ?
Ru1 C14 2.178(3) . ?
Ru1 C15 2.181(3) . ?
Ru1 C16 2.193(3) . ?
Br1 C7 1.889(4) . ?
Br2 C5 1.894(4) . ?
O1 C8 1.304(4) . ?
N1 C1 1.324(4) . ?
N1 C9 1.369(4) . ?
C1 C2 1.407(5) . ?
C2 C3 1.345(6) . ?
C3 C4 1.413(6) . ?
C4 C5 1.403(6) . ?
C4 C9 1.419(4) . ?
C5 C6 1.365(6) . ?
C6 C7 1.407(5) . ?
C7 C8 1.383(5) . ?
C8 C9 1.424(5) . ?
C10 C11 1.488(5) . ?
C11 C12 1.398(5) . ?
C11 C16 1.429(5) . ?
C12 C13 1.411(5) . ?
C13 C14 1.408(5) . ?
C14 C15 1.422(5) . ?
C14 C17 1.516(5) . ?
C15 C16 1.388(5) . ?
C17 C18 1.505(7) . ?
C17 C19 1.412(9) . ?
C17 C19' 1.364(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ru1 Cl1 86.25(7) . . ?
O1 Ru1 N1 78.68(10) . . ?
O1 Ru1 C11 155.34(11) . . ?
O1 Ru1 C12 156.40(12) . . ?
O1 Ru1 C13 118.38(12) . . ?
O1 Ru1 C14 91.10(11) . . ?
O1 Ru1 C15 92.09(11) . . ?
O1 Ru1 C16 117.60(11) . . ?
N1 Ru1 Cl1 83.16(7) . . ?
N1 Ru1 C11 125.55(12) . . ?
N1 Ru1 C12 99.18(12) . . ?
N1 Ru1 C13 94.99(12) . . ?
N1 Ru1 C14 116.81(12) . . ?
N1 Ru1 C15 153.75(12) . . ?
N1 Ru1 C16 163.43(12) . . ?
C11 Ru1 Cl1 91.90(9) . . ?
C12 Ru1 Cl1 117.02(10) . . ?
C12 Ru1 C11 37.28(13) . . ?
C12 Ru1 C14 68.66(13) . . ?
C12 Ru1 C15 79.51(12) . . ?
C12 Ru1 C16 67.28(13) . . ?
C13 Ru1 Cl1 154.57(10) . . ?
C13 Ru1 C11 68.50(14) . . ?
C13 Ru1 C12 38.05(14) . . ?
C13 Ru1 C14 37.91(13) . . ?
C13 Ru1 C15 67.67(13) . . ?
C13 Ru1 C16 80.18(13) . . ?
C14 Ru1 Cl1 158.95(9) . . ?
C14 Ru1 C11 81.87(13) . . ?
C14 Ru1 C15 38.08(13) . . ?
C14 Ru1 C16 68.41(13) . . ?
C15 Ru1 Cl1 121.07(10) . . ?
C15 Ru1 C11 67.90(12) . . ?
C15 Ru1 C16 36.99(13) . . ?
C16 Ru1 Cl1 94.39(9) . . ?
C16 Ru1 C11 37.97(13) . . ?
C8 O1 Ru1 113.77(19) . . ?
C1 N1 Ru1 127.6(2) . . ?
C1 N1 C9 119.1(3) . . ?
C9 N1 Ru1 113.2(2) . . ?
N1 C1 C2 121.5(4) . . ?
C3 C2 C1 120.4(4) . . ?
C2 C3 C4 120.3(3) . . ?
C3 C4 C9 116.4(4) . . ?
C5 C4 C3 127.0(3) . . ?
C5 C4 C9 116.6(3) . . ?
C4 C5 Br2 119.9(3) . . ?
C6 C5 Br2 118.5(3) . . ?
C6 C5 C4 121.7(3) . . ?
C5 C6 C7 120.5(4) . . ?
C6 C7 Br1 119.7(3) . . ?
C8 C7 Br1 118.7(3) . . ?
C8 C7 C6 121.6(4) . . ?
O1 C8 C7 123.9(3) . . ?
O1 C8 C9 119.6(3) . . ?
C7 C8 C9 116.5(3) . . ?
N1 C9 C4 122.3(3) . . ?
N1 C9 C8 114.7(3) . . ?
C4 C9 C8 123.0(3) . . ?
C10 C11 Ru1 127.6(2) . . ?
C12 C11 Ru1 70.29(18) . . ?
C12 C11 C10 121.8(3) . . ?
C12 C11 C16 117.6(3) . . ?
C16 C11 Ru1 70.72(18) . . ?
C16 C11 C10 120.5(4) . . ?
C11 C12 Ru1 72.43(18) . . ?
C11 C12 C13 121.6(3) . . ?
C13 C12 Ru1 70.27(19) . . ?
C12 C13 Ru1 71.68(19) . . ?
C14 C13 Ru1 71.9(2) . . ?
C14 C13 C12 121.1(3) . . ?
C13 C14 Ru1 70.15(19) . . ?
C13 C14 C15 117.1(3) . . ?
C13 C14 C17 122.7(4) . . ?
C15 C14 Ru1 71.1(2) . . ?
C15 C14 C17 120.1(4) . . ?
C17 C14 Ru1 127.4(3) . . ?
C14 C15 Ru1 70.85(18) . . ?
C16 C15 Ru1 71.97(19) . . ?
C16 C15 C14 122.0(3) . . ?
C11 C16 Ru1 71.31(18) . . ?
C15 C16 Ru1 71.04(19) . . ?
C15 C16 C11 120.6(3) . . ?
C18 C17 C14 113.8(4) . . ?
C19 C17 C14 111.2(5) . . ?
C19 C17 C18 122.8(6) . . ?
C19' C17 C14 123.3(7) . . ?
C19' C17 C18 115.9(7) . . ?

_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2014-3
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_aaa_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1895280'
loop_
_audit_author_name
_audit_author_address
ClIQ-RuCl
;Yulin Normal University
China
;
_audit_update_record             
;
2019-02-03 deposited with the CCDC.	2019-03-26 downloaded from the CCDC.
;
_audit_creation_date             2018-12-10
_audit_creation_method           
;
  Olex2 1.2-ac2
  (compiled 2012.03.06 svn.r2239, GUI svn.r4109)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C19 H18 Cl2 I N O Ru'
_chemical_formula_sum            'C19 H18 Cl2 I N O Ru'
_chemical_formula_weight         575.21
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   15.2642(5)
_cell_length_b                   8.0344(3)
_cell_length_c                   15.8749(5)
_cell_angle_alpha                90
_cell_angle_beta                 100.0110(10)
_cell_angle_gamma                90
_cell_volume                     1917.23(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9882
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.542
_cell_measurement_theta_min      3.058
_exptl_absorpt_coefficient_mu    2.714
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5107
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
? was used for absorption correction.
R(int) was 0.1160 before and 0.0480 after correction.
The Ratio of minimum to maximum transmission is 0.6850.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.993
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rod
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.409
_exptl_crystal_size_mid          0.232
_exptl_crystal_size_min          0.144
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            29332
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.544
_diffrn_reflns_theta_min         3.058
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71076
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3766
_reflns_number_total             4415
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         1.292
_refine_diff_density_min         -1.355
_refine_diff_density_rms         0.112
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         4415
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0316
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0401P)²+3.1583P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0780
_refine_ls_wR_factor_ref         0.0822
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.17862(2) 0.67189(4) -0.22371(2) 0.06003(11) Uani 1 1 d . . . . .
Ru1 Ru 0.16617(2) 0.44622(3) 0.08749(2) 0.02685(8) Uani 1 1 d . . . . .
Cl1 Cl 0.15170(5) 0.73979(10) 0.12231(5) 0.03396(17) Uani 1 1 d . . . . .
Cl2 Cl 0.52934(7) 0.80728(14) -0.04896(9) 0.0602(3) Uani 1 1 d . . . . .
O1 O 0.17614(15) 0.5307(3) -0.03408(14) 0.0340(5) Uani 1 1 d . . . . .
N1 N 0.30173(17) 0.5041(4) 0.10165(17) 0.0301(6) Uani 1 1 d . . . . .
C1 C 0.2538(2) 0.5903(4) -0.0410(2) 0.0312(7) Uani 1 1 d . . . . .
C2 C 0.2755(2) 0.6606(4) -0.1144(2) 0.0365(7) Uani 1 1 d . . . . .
C3 C 0.3603(3) 0.7273(5) -0.1158(3) 0.0431(8) Uani 1 1 d . . . . .
H3 H 0.3723 0.7765 -0.1656 0.052 Uiso 1 1 calc R U . . .
C4 C 0.4254(2) 0.7208(5) -0.0452(3) 0.0418(8) Uani 1 1 d . . . . .
C5 C 0.4104(2) 0.6436(4) 0.0306(2) 0.0357(7) Uani 1 1 d . . . . .
C6 C 0.3240(2) 0.5805(4) 0.0312(2) 0.0307(7) Uani 1 1 d . . . . .
C7 C 0.4738(2) 0.6229(5) 0.1060(3) 0.0436(9) Uani 1 1 d . . . . .
H7 H 0.5314 0.6626 0.1087 0.052 Uiso 1 1 calc R U . . .
C8 C 0.4503(2) 0.5447(5) 0.1749(3) 0.0449(9) Uani 1 1 d . . . . .
H8 H 0.4921 0.5299 0.2244 0.054 Uiso 1 1 calc R U . . .
C9 C 0.3633(2) 0.4868(5) 0.1710(2) 0.0375(8) Uani 1 1 d . . . . .
H9 H 0.3482 0.4345 0.2188 0.045 Uiso 1 1 calc R U . . .
C10 C 0.0780(4) 0.4757(7) 0.2653(3) 0.0652(13) Uani 1 1 d . . . . .
H10A H 0.1288 0.4692 0.3103 0.098 Uiso 1 1 calc R U . . .
H10B H 0.0265 0.4343 0.2856 0.098 Uiso 1 1 calc R U . . .
H10C H 0.0682 0.5895 0.2477 0.098 Uiso 1 1 calc R U . . .
C11 C 0.0944(3) 0.3729(5) 0.1907(2) 0.0408(8) Uani 1 1 d . . . . .
C12 C 0.0334(2) 0.3774(5) 0.1119(2) 0.0370(7) Uani 1 1 d . . . . .
H12 H -0.0186 0.4396 0.1079 0.044 Uiso 1 1 calc R U . . .
C13 C 0.0504(2) 0.2900(5) 0.0406(2) 0.0353(7) Uani 1 1 d . . . . .
H13 H 0.0092 0.2948 -0.0100 0.042 Uiso 1 1 calc R U . . .
C14 C 0.1291(2) 0.1934(4) 0.0429(2) 0.0377(8) Uani 1 1 d . . . . .
C15 C 0.1876(2) 0.1882(5) 0.1217(3) 0.0422(8) Uani 1 1 d . . . . .
H15 H 0.2392 0.1248 0.1263 0.051 Uiso 1 1 calc R U . . .
C16 C 0.1706(3) 0.2757(5) 0.1939(2) 0.0448(9) Uani 1 1 d . . . . .
H16 H 0.2110 0.2685 0.2449 0.054 Uiso 1 1 calc R U . . .
C17 C 0.1494(3) 0.1029(7) -0.0350(3) 0.0679(14) Uani 1 1 d . . . . .
H17 H 0.1332 -0.0123 -0.0245 0.081 Uiso 1 1 calc R U . . .
C18 C 0.0962(5) 0.1388(16) -0.1137(5) 0.174(6) Uani 1 1 d . . . . .
H18A H 0.0388 0.0887 -0.1160 0.262 Uiso 1 1 calc R U . . .
H18B H 0.1237 0.0951 -0.1590 0.262 Uiso 1 1 calc R U . . .
H18C H 0.0896 0.2572 -0.1201 0.262 Uiso 1 1 calc R U . . .
C19 C 0.2474(3) 0.0901(7) -0.0375(4) 0.0733(15) Uani 1 1 d . . . . .
H19A H 0.2728 0.1997 -0.0355 0.110 Uiso 1 1 calc R U . . .
H19B H 0.2557 0.0357 -0.0893 0.110 Uiso 1 1 calc R U . . .
H19C H 0.2762 0.0268 0.0108 0.110 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C2 2.077(4) . ?
Ru1 Cl1 2.4414(8) . ?
Ru1 O1 2.076(2) . ?
Ru1 N1 2.094(3) . ?
Ru1 C11 2.204(3) . ?
Ru1 C12 2.199(3) . ?
Ru1 C13 2.190(3) . ?
Ru1 C14 2.193(4) . ?
Ru1 C15 2.154(4) . ?
Ru1 C16 2.168(3) . ?
Cl2 C4 1.743(4) . ?
O1 C1 1.301(4) . ?
N1 C6 1.369(4) . ?
N1 C9 1.325(4) . ?
C1 C2 1.386(5) . ?
C1 C6 1.428(4) . ?
C2 C3 1.405(5) . ?
C3 C4 1.363(6) . ?
C4 C5 1.407(5) . ?
C5 C6 1.415(4) . ?
C5 C7 1.413(5) . ?
C7 C8 1.361(6) . ?
C8 C9 1.399(5) . ?
C10 C11 1.500(6) . ?
C11 C12 1.425(5) . ?
C11 C16 1.394(6) . ?
C12 C13 1.394(5) . ?
C13 C14 1.426(5) . ?
C14 C15 1.405(5) . ?
C14 C17 1.512(6) . ?
C15 C16 1.407(6) . ?
C17 C18 1.397(9) . ?
C17 C19 1.507(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ru1 Cl1 85.33(7) . . ?
O1 Ru1 N1 78.26(9) . . ?
O1 Ru1 C11 154.80(12) . . ?
O1 Ru1 C12 117.68(11) . . ?
O1 Ru1 C13 93.24(11) . . ?
O1 Ru1 C14 93.42(12) . . ?
O1 Ru1 C15 121.14(13) . . ?
O1 Ru1 C16 159.08(14) . . ?
N1 Ru1 Cl1 83.56(8) . . ?
N1 Ru1 C11 126.08(12) . . ?
N1 Ru1 C12 163.84(12) . . ?
N1 Ru1 C13 152.56(12) . . ?
N1 Ru1 C14 115.77(12) . . ?
N1 Ru1 C15 94.76(13) . . ?
N1 Ru1 C16 99.24(12) . . ?
C11 Ru1 Cl1 90.78(11) . . ?
C12 Ru1 Cl1 94.62(10) . . ?
C12 Ru1 C11 37.77(13) . . ?
C13 Ru1 Cl1 122.10(10) . . ?
C13 Ru1 C11 67.90(13) . . ?
C13 Ru1 C12 37.04(13) . . ?
C13 Ru1 C14 37.97(13) . . ?
C14 Ru1 Cl1 160.01(9) . . ?
C14 Ru1 C11 81.87(14) . . ?
C14 Ru1 C12 68.28(14) . . ?
C15 Ru1 Cl1 152.69(11) . . ?
C15 Ru1 C11 68.17(15) . . ?
C15 Ru1 C12 79.48(14) . . ?
C15 Ru1 C13 67.17(13) . . ?
C15 Ru1 C14 37.71(14) . . ?
C15 Ru1 C16 37.99(16) . . ?
C16 Ru1 Cl1 115.21(12) . . ?
C16 Ru1 C11 37.18(15) . . ?
C16 Ru1 C12 66.95(14) . . ?
C16 Ru1 C13 79.43(13) . . ?
C16 Ru1 C14 68.72(14) . . ?
C1 O1 Ru1 114.45(19) . . ?
C6 N1 Ru1 113.1(2) . . ?
C9 N1 Ru1 127.7(2) . . ?
C9 N1 C6 119.0(3) . . ?
O1 C1 C2 125.1(3) . . ?
O1 C1 C6 118.6(3) . . ?
C2 C1 C6 116.2(3) . . ?
C1 C2 I1 118.7(3) . . ?
C1 C2 C3 121.6(3) . . ?
C3 C2 I1 119.6(3) . . ?
C4 C3 C2 121.0(3) . . ?
C3 C4 Cl2 119.6(3) . . ?
C3 C4 C5 121.1(3) . . ?
C5 C4 Cl2 119.3(3) . . ?
C4 C5 C6 117.0(3) . . ?
C4 C5 C7 126.0(3) . . ?
C7 C5 C6 117.0(3) . . ?
N1 C6 C1 115.0(3) . . ?
N1 C6 C5 122.0(3) . . ?
C5 C6 C1 123.0(3) . . ?
C8 C7 C5 119.9(3) . . ?
C7 C8 C9 119.9(3) . . ?
N1 C9 C8 122.2(3) . . ?
C10 C11 Ru1 127.8(3) . . ?
C12 C11 Ru1 70.93(19) . . ?
C12 C11 C10 120.4(4) . . ?
C16 C11 Ru1 70.0(2) . . ?
C16 C11 C10 122.2(4) . . ?
C16 C11 C12 117.4(3) . . ?
C11 C12 Ru1 71.30(19) . . ?
C13 C12 Ru1 71.12(19) . . ?
C13 C12 C11 121.0(3) . . ?
C12 C13 Ru1 71.84(19) . . ?
C12 C13 C14 121.9(3) . . ?
C14 C13 Ru1 71.12(19) . . ?
C13 C14 Ru1 70.9(2) . . ?
C13 C14 C17 122.1(3) . . ?
C15 C14 Ru1 69.6(2) . . ?
C15 C14 C13 116.2(3) . . ?
C15 C14 C17 121.7(4) . . ?
C17 C14 Ru1 129.1(3) . . ?
C14 C15 Ru1 72.7(2) . . ?
C14 C15 C16 122.2(3) . . ?
C16 C15 Ru1 71.5(2) . . ?
C11 C16 Ru1 72.8(2) . . ?
C11 C16 C15 121.4(3) . . ?
C15 C16 Ru1 70.5(2) . . ?
C18 C17 C14 117.5(5) . . ?
C18 C17 C19 114.6(6) . . ?
C19 C17 C14 113.6(4) . . ?

_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2014-3
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_50-ru3
_database_code_depnum_ccdc_archive 'CCDC 1896981'
_audit_update_record             
;
2019-02-13 deposited with the CCDC.	2019-03-26 downloaded from the CCDC.
;
_audit_creation_date             2018-10-09
_audit_creation_method           
;
  Olex2 1.2-ac2
  (compiled 2012.03.06 svn.r2239, GUI svn.r4109)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C20 H22 I N O Ru'
_chemical_formula_sum            'C20 H22 I N O Ru'
_chemical_formula_weight         520.35
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 O1 N1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.1740(8)
_cell_length_b                   16.6484(19)
_cell_length_c                   13.7808(17)
_cell_angle_alpha                90
_cell_angle_beta                 93.707(12)
_cell_angle_gamma                90
_cell_volume                     1871.4(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1553
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.4340
_cell_measurement_theta_min      3.5020
_exptl_absorpt_coefficient_mu    2.493
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.39579
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.847
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1884
_diffrn_reflns_av_unetI/netI     0.2151
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12797
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         3.497
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0233
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9967
_diffrn_measured_fraction_theta_max 0.8848
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     20.00  61.00   1.00   10.00    --   18.63 -99.00-120.00   41
  2  ω    -89.00  11.00   1.00   10.00    --  -18.94 -77.00 -30.00  100
  3  ω    -24.00   1.00   1.00   10.00    --  -18.94 -57.00  90.00   25
  4  ω    -46.00  46.00   1.00   10.00    --  -18.94  77.00  90.00   92
  5  ω     13.00  40.00   1.00   10.00    --  -18.94  66.00  -0.00   27
  6  ω    -85.00  11.00   1.00   10.00    --  -18.94 -19.00 150.00   96
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0119583000
_diffrn_orient_matrix_UB_12      0.0121306000
_diffrn_orient_matrix_UB_13      -0.0483617000
_diffrn_orient_matrix_UB_21      0.0604502000
_diffrn_orient_matrix_UB_22      -0.0302515000
_diffrn_orient_matrix_UB_23      -0.0034342000
_diffrn_orient_matrix_UB_31      -0.0612730000
_diffrn_orient_matrix_UB_32      -0.0274719000
_diffrn_orient_matrix_UB_33      -0.0176285000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           n/a
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_source_voltage           n/a
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1611
_reflns_number_total             3816
_reflns_odcompleteness_completeness 99.67
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         1.700
_refine_diff_density_min         -1.272
_refine_diff_density_rms         0.220
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.931
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         3816
_refine_ls_number_restraints     672
_refine_ls_R_factor_all          0.1942
_refine_ls_R_factor_gt           0.0943
_refine_ls_restrained_S_all      0.877
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1068P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2046
_refine_ls_wR_factor_ref         0.2623
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.60661(12) 0.12416(7) 0.28851(8) 0.0700(5) Uani 1 1 d . U . . .
Ru1 Ru 0.32774(13) 0.04103(7) 0.32578(8) 0.0506(4) Uani 1 1 d . U . . .
O1 O 0.4660(12) -0.0600(6) 0.3177(7) 0.064(2) Uani 1 1 d . U . . .
N1 N 0.3105(13) 0.0181(6) 0.1755(8) 0.053(2) Uani 1 1 d . U . . .
C1 C 0.156(2) 0.1370(9) 0.1199(11) 0.073(4) Uani 1 1 d . U . . .
H1A H 0.0452 0.1296 0.1373 0.110 Uiso 1 1 calc R U . . .
H1B H 0.1568 0.1703 0.0631 0.110 Uiso 1 1 calc R U . . .
H1C H 0.2188 0.1622 0.1728 0.110 Uiso 1 1 calc R U . . .
C2 C 0.2297(17) 0.0572(9) 0.0991(11) 0.060(3) Uani 1 1 d . U . . .
C3 C 0.2264(19) 0.0257(9) 0.0035(11) 0.068(3) Uani 1 1 d . U . . .
H3 H 0.1738 0.0548 -0.0470 0.081 Uiso 1 1 calc R U . . .
C4 C 0.2968(18) -0.0448(9) -0.0165(12) 0.068(3) Uani 1 1 d . U . . .
H4 H 0.2861 -0.0658 -0.0791 0.081 Uiso 1 1 calc R U . . .
C5 C 0.3866(17) -0.0868(9) 0.0576(11) 0.060(3) Uani 1 1 d . U . . .
C6 C 0.4784(19) -0.1545(9) 0.0423(12) 0.067(3) Uani 1 1 d . U . . .
H6 H 0.4823 -0.1756 -0.0200 0.080 Uiso 1 1 calc R U . . .
C7 C 0.5619(18) -0.1900(9) 0.1174(11) 0.065(3) Uani 1 1 d . U . . .
H7 H 0.6220 -0.2360 0.1054 0.078 Uiso 1 1 calc R U . . .
C8 C 0.5634(18) -0.1615(9) 0.2129(12) 0.065(3) Uani 1 1 d . U . . .
H8 H 0.6213 -0.1890 0.2628 0.078 Uiso 1 1 calc R U . . .
C9 C 0.4772(18) -0.0912(9) 0.2332(11) 0.060(3) Uani 1 1 d . U . . .
C10 C 0.3884(16) -0.0528(8) 0.1504(10) 0.055(3) Uani 1 1 d . U . . .
C11 C -0.018(2) -0.0935(11) 0.2417(13) 0.089(5) Uani 1 1 d . U . . .
H11A H 0.0833 -0.0860 0.2111 0.133 Uiso 1 1 calc R U . . .
H11B H -0.0948 -0.0529 0.2194 0.133 Uiso 1 1 calc R U . . .
H11C H -0.0619 -0.1456 0.2251 0.133 Uiso 1 1 calc R U . . .
C12 C 0.012(2) -0.0876(9) 0.3469(11) 0.071(3) Uani 1 1 d . U . . .
H12 H -0.0960 -0.0839 0.3736 0.085 Uiso 1 1 calc R U . . .
C13 C 0.089(3) -0.1633(11) 0.3870(15) 0.112(5) Uani 1 1 d . U . . .
H13A H 0.0249 -0.2086 0.3644 0.168 Uiso 1 1 calc R U . . .
H13B H 0.0940 -0.1616 0.4568 0.168 Uiso 1 1 calc R U . . .
H13C H 0.1981 -0.1681 0.3655 0.168 Uiso 1 1 calc R U . . .
C14 C 0.0685(18) 0.0600(9) 0.3329(11) 0.061(3) Uani 1 1 d . U . . .
H14 H -0.0088 0.0624 0.2804 0.074 Uiso 1 1 calc R U . . .
C15 C 0.1015(17) -0.0139(9) 0.3780(10) 0.057(3) Uani 1 1 d . U . . .
C16 C 0.2301(17) -0.0116(9) 0.4495(10) 0.061(3) Uani 1 1 d . U . . .
H16 H 0.2644 -0.0600 0.4777 0.073 Uiso 1 1 calc R U . . .
C17 C 0.3102(17) 0.0577(9) 0.4816(11) 0.066(3) Uani 1 1 d . U . . .
H17 H 0.3903 0.0549 0.5326 0.079 Uiso 1 1 calc R U . . .
C18 C 0.2715(19) 0.1323(9) 0.4377(12) 0.068(3) Uani 1 1 d . U . . .
C19 C 0.1501(19) 0.1317(9) 0.3651(12) 0.068(3) Uani 1 1 d . U . . .
H19 H 0.1194 0.1800 0.3354 0.082 Uiso 1 1 calc R U . . .
C20 C 0.363(2) 0.2058(10) 0.4711(13) 0.087(5) Uani 1 1 d . U . . .
H20A H 0.4692 0.1906 0.4997 0.131 Uiso 1 1 calc R U . . .
H20B H 0.3034 0.2335 0.5184 0.131 Uiso 1 1 calc R U . . .
H20C H 0.3771 0.2404 0.4165 0.131 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Ru1 2.7434(15) . ?
Ru1 O1 2.033(9) . ?
Ru1 N1 2.102(11) . ?
Ru1 C14 2.151(14) . ?
Ru1 C15 2.224(14) . ?
Ru1 C16 2.119(15) . ?
Ru1 C17 2.179(15) . ?
Ru1 C18 2.234(14) . ?
Ru1 C19 2.186(13) . ?
O1 C9 1.285(16) . ?
N1 C2 1.371(17) . ?
N1 C10 1.395(16) . ?
C1 C2 1.494(18) . ?
C2 C3 1.42(2) . ?
C3 C4 1.34(2) . ?
C4 C5 1.40(2) . ?
C5 C6 1.38(2) . ?
C5 C10 1.398(18) . ?
C6 C7 1.339(19) . ?
C7 C8 1.398(19) . ?
C8 C9 1.403(19) . ?
C9 C10 1.46(2) . ?
C11 C12 1.46(2) . ?
C12 C13 1.50(2) . ?
C12 C15 1.48(2) . ?
C14 C15 1.397(19) . ?
C14 C19 1.42(2) . ?
C15 C16 1.394(19) . ?
C16 C17 1.385(19) . ?
C17 C18 1.41(2) . ?
C18 C19 1.36(2) . ?
C18 C20 1.49(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ru1 I1 86.3(3) . . ?
O1 Ru1 N1 78.3(4) . . ?
O1 Ru1 C14 132.6(5) . . ?
O1 Ru1 C15 98.9(4) . . ?
O1 Ru1 C16 86.6(5) . . ?
O1 Ru1 C17 103.4(5) . . ?
O1 Ru1 C18 137.7(5) . . ?
O1 Ru1 C19 164.7(5) . . ?
N1 Ru1 I1 84.9(3) . . ?
N1 Ru1 C14 93.9(5) . . ?
N1 Ru1 C15 103.9(5) . . ?
N1 Ru1 C16 135.5(5) . . ?
N1 Ru1 C17 171.8(5) . . ?
N1 Ru1 C18 143.2(5) . . ?
N1 Ru1 C19 111.5(5) . . ?
C14 Ru1 I1 140.1(4) . . ?
C14 Ru1 C15 37.2(5) . . ?
C14 Ru1 C17 79.0(5) . . ?
C14 Ru1 C18 67.8(6) . . ?
C14 Ru1 C19 38.3(5) . . ?
C15 Ru1 I1 170.5(4) . . ?
C15 Ru1 C18 81.0(6) . . ?
C16 Ru1 I1 136.1(4) . . ?
C16 Ru1 C14 66.5(6) . . ?
C16 Ru1 C15 37.3(5) . . ?
C16 Ru1 C17 37.6(5) . . ?
C16 Ru1 C18 67.7(6) . . ?
C16 Ru1 C19 78.2(6) . . ?
C17 Ru1 I1 103.2(4) . . ?
C17 Ru1 C15 67.9(5) . . ?
C17 Ru1 C18 37.2(5) . . ?
C17 Ru1 C19 65.2(6) . . ?
C18 Ru1 I1 89.8(4) . . ?
C19 Ru1 I1 105.7(4) . . ?
C19 Ru1 C15 67.9(6) . . ?
C19 Ru1 C18 35.9(5) . . ?
C9 O1 Ru1 117.2(9) . . ?
C2 N1 Ru1 132.0(9) . . ?
C2 N1 C10 114.6(12) . . ?
C10 N1 Ru1 113.3(9) . . ?
N1 C2 C1 117.1(13) . . ?
N1 C2 C3 121.2(14) . . ?
C3 C2 C1 121.6(14) . . ?
C4 C3 C2 122.1(15) . . ?
C3 C4 C5 119.8(15) . . ?
C6 C5 C4 124.1(15) . . ?
C6 C5 C10 119.8(15) . . ?
C10 C5 C4 116.0(14) . . ?
C7 C6 C5 119.9(15) . . ?
C6 C7 C8 123.4(16) . . ?
C7 C8 C9 119.8(15) . . ?
O1 C9 C8 125.8(15) . . ?
O1 C9 C10 118.0(13) . . ?
C8 C9 C10 116.1(13) . . ?
N1 C10 C5 126.2(14) . . ?
N1 C10 C9 112.9(12) . . ?
C5 C10 C9 120.9(14) . . ?
C11 C12 C13 110.4(15) . . ?
C11 C12 C15 113.1(14) . . ?
C15 C12 C13 113.7(15) . . ?
C15 C14 Ru1 74.2(8) . . ?
C15 C14 C19 121.7(15) . . ?
C19 C14 Ru1 72.2(8) . . ?
C12 C15 Ru1 130.9(10) . . ?
C14 C15 Ru1 68.6(8) . . ?
C14 C15 C12 121.6(14) . . ?
C16 C15 Ru1 67.2(8) . . ?
C16 C15 C12 124.4(14) . . ?
C16 C15 C14 114.0(14) . . ?
C15 C16 Ru1 75.4(9) . . ?
C17 C16 Ru1 73.6(9) . . ?
C17 C16 C15 124.6(15) . . ?
C16 C17 Ru1 68.9(9) . . ?
C16 C17 C18 120.6(15) . . ?
C18 C17 Ru1 73.5(9) . . ?
C17 C18 Ru1 69.3(8) . . ?
C17 C18 C20 119.8(15) . . ?
C19 C18 Ru1 70.2(8) . . ?
C19 C18 C17 116.2(14) . . ?
C19 C18 C20 124.1(15) . . ?
C20 C18 Ru1 130.4(11) . . ?
C14 C19 Ru1 69.5(8) . . ?
C18 C19 Ru1 74.0(8) . . ?
C18 C19 C14 122.6(15) . . ?

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.203
_oxdiff_exptl_absorpt_empirical_full_min 0.162
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2014-3
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_111_sq
_database_code_depnum_ccdc_archive 'CCDC 1895281'
loop_
_audit_author_name
_audit_author_address
ClIQ-RuI
;Yulin Normal University
China
;
_audit_update_record             
;
2019-02-03 deposited with the CCDC.	2019-03-26 downloaded from the CCDC.
;
_audit_creation_date             2018-12-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H18 Cl I2 N O Ru'
_chemical_formula_sum            'C19 H18 Cl I2 N O Ru'
_chemical_formula_weight         666.66
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'x+1/2, -y, -z+1/2'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'-x-1/2, y, z-1/2'
'x, -y-1/2, z-1/2'

_cell_length_a                   20.5287(8)
_cell_length_b                   26.6266(10)
_cell_length_c                   7.9491(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4345.1(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9482
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.428
_cell_measurement_theta_min      3.074
_shelx_estimated_absorpt_T_max   0.626
_shelx_estimated_absorpt_T_min   0.447
_exptl_absorpt_coefficient_mu    3.693
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5439
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1225 before and 0.0627 after correction.
The Ratio of minimum to maximum transmission is 0.7295.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.038
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2512
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0672
_diffrn_reflns_av_unetI/netI     0.0360
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            64442
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.602
_diffrn_reflns_theta_min         3.060
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3676
_reflns_number_total             5029
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.649
_refine_diff_density_min         -1.097
_refine_diff_density_rms         0.227
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         5029
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0750
_refine_ls_R_factor_gt           0.0443
_refine_ls_restrained_S_all      1.095
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0707P)²+7.6263P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1159
_refine_ls_wR_factor_ref         0.1336
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C10) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3.a Ternary CH refined with riding coordinates:
 C11(H11)
3.b Aromatic/amide H refined with riding coordinates:
 C18(H18), C17(H17), C7(H7), C14(H14), C8(H8), C15(H15), C9(H9), C3(H3)
3.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C19(H19A,H19B,H19C), C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I2 I 0.59092(2) 0.39064(2) 1.12569(5) 0.04212(15) Uani 1 1 d . . . . .
Ru1 Ru 0.52324(2) 0.40632(2) 0.83512(6) 0.02973(14) Uani 1 1 d . . . . .
I1 I 0.30217(3) 0.40243(2) 1.17637(8) 0.06613(19) Uani 1 1 d . . . . .
Cl1 Cl 0.34636(12) 0.19476(7) 1.0572(3) 0.0768(6) Uani 1 1 d . . . . .
O1 O 0.4390(2) 0.40235(14) 0.9765(5) 0.0375(10) Uani 1 1 d . . . . .
N1 N 0.5068(3) 0.32879(18) 0.8409(6) 0.0366(12) Uani 1 1 d . . . . .
C16 C 0.4715(3) 0.4558(2) 0.6614(8) 0.0413(15) Uani 1 1 d . . . . .
C18 C 0.5764(3) 0.4757(2) 0.7866(8) 0.0403(15) Uani 1 1 d . . . . .
H18 H 0.600885 0.495730 0.858441 0.048 Uiso 1 1 calc R . . . .
C13 C 0.6078(3) 0.4364(2) 0.6984(8) 0.0393(15) Uani 1 1 d . . . . .
C5 C 0.4310(3) 0.2650(2) 0.9398(8) 0.0423(15) Uani 1 1 d . . . . .
C17 C 0.5102(3) 0.4853(2) 0.7700(8) 0.0401(15) Uani 1 1 d . . . . .
H17 H 0.491222 0.511383 0.830686 0.048 Uiso 1 1 calc R . . . .
C6 C 0.4515(3) 0.3156(2) 0.9257(7) 0.0341(13) Uani 1 1 d . . . . .
C7 C 0.5445(4) 0.2928(2) 0.7741(8) 0.0471(16) Uani 1 1 d . . . . .
H7 H 0.582797 0.301562 0.718791 0.057 Uiso 1 1 calc R . . . .
C1 C 0.4156(3) 0.3570(2) 0.9938(7) 0.0341(13) Uani 1 1 d . . . . .
C14 C 0.5691(4) 0.4076(3) 0.5898(9) 0.0472(17) Uani 1 1 d . . . . .
H14 H 0.588084 0.381648 0.528856 0.057 Uiso 1 1 calc R . . . .
C8 C 0.5265(4) 0.2421(2) 0.7871(10) 0.0554(19) Uani 1 1 d . . . . .
H8 H 0.553019 0.217290 0.741428 0.066 Uiso 1 1 calc R . . . .
C15 C 0.5017(3) 0.4172(3) 0.5709(7) 0.0434(15) Uani 1 1 d . . . . .
H15 H 0.477160 0.397590 0.497505 0.052 Uiso 1 1 calc R . . . .
C2 C 0.3582(3) 0.3449(2) 1.0760(8) 0.0446(15) Uani 1 1 d . . . . .
C9 C 0.4707(4) 0.2294(2) 0.8661(9) 0.0504(18) Uani 1 1 d . . . . .
H9 H 0.458631 0.195795 0.870902 0.060 Uiso 1 1 calc R . . . .
C4 C 0.3734(4) 0.2563(2) 1.0267(9) 0.0535(19) Uani 1 1 d . . . . .
C3 C 0.3381(3) 0.2945(3) 1.0919(9) 0.0505(17) Uani 1 1 d . . . . .
H3 H 0.299622 0.287283 1.148716 0.061 Uiso 1 1 calc R . . . .
C12 C 0.7182(4) 0.4636(3) 0.6087(11) 0.071(2) Uani 1 1 d . . . . .
H12A H 0.707876 0.456554 0.493296 0.107 Uiso 1 1 calc GR . . . .
H12B H 0.763943 0.458740 0.626991 0.107 Uiso 1 1 calc GR . . . .
H12C H 0.706849 0.497782 0.634063 0.107 Uiso 1 1 calc GR . . . .
C19 C 0.3982(4) 0.4630(3) 0.6536(11) 0.067(2) Uani 1 1 d . . . . .
H19A H 0.379261 0.437094 0.585038 0.100 Uiso 1 1 calc GR . . . .
H19B H 0.388491 0.495209 0.605808 0.100 Uiso 1 1 calc GR . . . .
H19C H 0.380345 0.461080 0.765123 0.100 Uiso 1 1 calc GR . . . .
C11 C 0.6799(3) 0.4286(3) 0.7220(10) 0.059(2) Uani 1 1 d . . . . .
H11 H 0.690562 0.437151 0.838722 0.071 Uiso 1 1 calc R . . . .
C10 C 0.7016(5) 0.3723(4) 0.6912(17) 0.107(4) Uani 1 1 d . U . . .
H10A H 0.677895 0.350541 0.765589 0.161 Uiso 1 1 calc GR . . . .
H10B H 0.747447 0.369032 0.712735 0.161 Uiso 1 1 calc GR . . . .
H10C H 0.692675 0.363118 0.576747 0.161 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I2 Ru1 2.7275(6) . ?
Ru1 O1 2.066(4) . ?
Ru1 N1 2.092(5) . ?
Ru1 C16 2.184(6) . ?
Ru1 C18 2.179(6) . ?
Ru1 C13 2.200(6) . ?
Ru1 C17 2.183(6) . ?
Ru1 C14 2.166(7) . ?
Ru1 C15 2.166(6) . ?
I1 C2 2.075(7) . ?
Cl1 C4 1.748(6) . ?
O1 C1 1.306(7) . ?
N1 C6 1.366(8) . ?
N1 C7 1.341(8) . ?
C16 C17 1.412(9) . ?
C16 C15 1.399(9) . ?
C16 C19 1.520(10) . ?
C18 H18 0.9300 . ?
C18 C13 1.414(9) . ?
C18 C17 1.389(9) . ?
C13 C14 1.403(10) . ?
C13 C11 1.507(10) . ?
C5 C6 1.415(8) . ?
C5 C9 1.380(10) . ?
C5 C4 1.389(10) . ?
C17 H17 0.9300 . ?
C6 C1 1.432(8) . ?
C7 H7 0.9300 . ?
C7 C8 1.404(10) . ?
C1 C2 1.386(8) . ?
C14 H14 0.9300 . ?
C14 C15 1.415(10) . ?
C8 H8 0.9300 . ?
C8 C9 1.349(10) . ?
C15 H15 0.9300 . ?
C2 C3 1.411(9) . ?
C9 H9 0.9300 . ?
C4 C3 1.351(10) . ?
C3 H3 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C12 C11 1.516(10) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C11 H11 0.9800 . ?
C11 C10 1.583(13) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ru1 I2 87.60(12) . . ?
O1 Ru1 N1 78.59(18) . . ?
O1 Ru1 C16 88.1(2) . . ?
O1 Ru1 C18 124.0(2) . . ?
O1 Ru1 C13 161.5(2) . . ?
O1 Ru1 C17 94.3(2) . . ?
O1 Ru1 C14 148.7(2) . . ?
O1 Ru1 C15 111.3(2) . . ?
N1 Ru1 I2 85.00(13) . . ?
N1 Ru1 C16 122.0(2) . . ?
N1 Ru1 C18 157.1(2) . . ?
N1 Ru1 C13 119.9(2) . . ?
N1 Ru1 C17 159.4(2) . . ?
N1 Ru1 C14 96.1(2) . . ?
N1 Ru1 C15 96.9(2) . . ?
C16 Ru1 I2 151.10(18) . . ?
C16 Ru1 C13 81.5(2) . . ?
C16 Ru1 C17 37.7(2) . . ?
C18 Ru1 I2 91.41(17) . . ?
C18 Ru1 C16 67.7(2) . . ?
C18 Ru1 C13 37.7(2) . . ?
C18 Ru1 C17 37.1(2) . . ?
C13 Ru1 I2 94.14(16) . . ?
C17 Ru1 I2 114.26(18) . . ?
C17 Ru1 C13 68.2(2) . . ?
C14 Ru1 I2 122.9(2) . . ?
C14 Ru1 C16 68.4(3) . . ?
C14 Ru1 C18 67.0(3) . . ?
C14 Ru1 C13 37.5(3) . . ?
C14 Ru1 C17 79.9(2) . . ?
C15 Ru1 I2 161.04(19) . . ?
C15 Ru1 C16 37.5(2) . . ?
C15 Ru1 C18 79.5(2) . . ?
C15 Ru1 C13 68.5(3) . . ?
C15 Ru1 C17 67.4(2) . . ?
C15 Ru1 C14 38.1(3) . . ?
C1 O1 Ru1 114.3(4) . . ?
C6 N1 Ru1 113.5(4) . . ?
C7 N1 Ru1 127.0(5) . . ?
C7 N1 C6 119.5(6) . . ?
C17 C16 Ru1 71.1(3) . . ?
C17 C16 C19 120.8(7) . . ?
C15 C16 Ru1 70.6(4) . . ?
C15 C16 C17 118.4(6) . . ?
C15 C16 C19 120.7(7) . . ?
C19 C16 Ru1 125.7(5) . . ?
Ru1 C18 H18 130.5 . . ?
C13 C18 Ru1 72.0(4) . . ?
C13 C18 H18 118.8 . . ?
C17 C18 Ru1 71.6(3) . . ?
C17 C18 H18 118.8 . . ?
C17 C18 C13 122.4(6) . . ?
C18 C13 Ru1 70.3(3) . . ?
C18 C13 C11 119.3(6) . . ?
C14 C13 Ru1 69.9(4) . . ?
C14 C13 C18 116.8(6) . . ?
C14 C13 C11 123.9(7) . . ?
C11 C13 Ru1 131.5(4) . . ?
C9 C5 C6 116.4(7) . . ?
C9 C5 C4 126.9(6) . . ?
C4 C5 C6 116.8(6) . . ?
Ru1 C17 H17 130.3 . . ?
C16 C17 Ru1 71.1(3) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 Ru1 71.3(4) . . ?
C18 C17 C16 120.3(6) . . ?
C18 C17 H17 119.9 . . ?
N1 C6 C5 122.1(6) . . ?
N1 C6 C1 114.5(5) . . ?
C5 C6 C1 123.4(6) . . ?
N1 C7 H7 119.8 . . ?
N1 C7 C8 120.3(7) . . ?
C8 C7 H7 119.8 . . ?
O1 C1 C6 118.9(5) . . ?
O1 C1 C2 125.2(6) . . ?
C2 C1 C6 115.9(5) . . ?
Ru1 C14 H14 129.8 . . ?
C13 C14 Ru1 72.6(4) . . ?
C13 C14 H14 119.3 . . ?
C13 C14 C15 121.4(6) . . ?
C15 C14 Ru1 71.0(4) . . ?
C15 C14 H14 119.3 . . ?
C7 C8 H8 120.1 . . ?
C9 C8 C7 119.9(7) . . ?
C9 C8 H8 120.1 . . ?
Ru1 C15 H15 130.1 . . ?
C16 C15 Ru1 71.9(3) . . ?
C16 C15 C14 120.7(6) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 Ru1 70.9(4) . . ?
C14 C15 H15 119.7 . . ?
C1 C2 I1 118.8(5) . . ?
C1 C2 C3 120.8(6) . . ?
C3 C2 I1 120.4(5) . . ?
C5 C9 H9 119.1 . . ?
C8 C9 C5 121.8(6) . . ?
C8 C9 H9 119.1 . . ?
C5 C4 Cl1 119.7(6) . . ?
C3 C4 Cl1 118.8(6) . . ?
C3 C4 C5 121.5(6) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 C2 121.7(6) . . ?
C4 C3 H3 119.2 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C13 C11 C12 110.4(6) . . ?
C13 C11 H11 107.7 . . ?
C13 C11 C10 112.9(7) . . ?
C12 C11 H11 107.7 . . ?
C12 C11 C10 110.2(7) . . ?
C10 C11 H11 107.7 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
C11 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ru1 O1 C1 C6 4.0(6) . . . . ?
Ru1 O1 C1 C2 -176.8(5) . . . . ?
Ru1 N1 C6 C5 178.4(4) . . . . ?
Ru1 N1 C6 C1 0.0(6) . . . . ?
Ru1 N1 C7 C8 -179.4(5) . . . . ?
Ru1 C16 C17 C18 53.7(5) . . . . ?
Ru1 C16 C15 C14 -53.6(6) . . . . ?
Ru1 C18 C13 C14 54.0(5) . . . . ?
Ru1 C18 C13 C11 -127.4(5) . . . . ?
Ru1 C18 C17 C16 -53.6(5) . . . . ?
Ru1 C13 C14 C15 53.7(6) . . . . ?
Ru1 C13 C11 C12 -172.3(6) . . . . ?
Ru1 C13 C11 C10 63.8(10) . . . . ?
Ru1 C14 C15 C16 54.1(5) . . . . ?
I1 C2 C3 C4 179.5(6) . . . . ?
Cl1 C4 C3 C2 178.1(6) . . . . ?
O1 C1 C2 I1 1.6(9) . . . . ?
O1 C1 C2 C3 -178.2(6) . . . . ?
N1 C6 C1 O1 -2.7(8) . . . . ?
N1 C6 C1 C2 178.0(5) . . . . ?
N1 C7 C8 C9 0.5(11) . . . . ?
C18 C13 C14 Ru1 -54.2(5) . . . . ?
C18 C13 C14 C15 -0.5(9) . . . . ?
C18 C13 C11 C12 -83.4(8) . . . . ?
C18 C13 C11 C10 152.7(7) . . . . ?
C13 C18 C17 Ru1 53.3(5) . . . . ?
C13 C18 C17 C16 -0.3(9) . . . . ?
C13 C14 C15 Ru1 -54.4(6) . . . . ?
C13 C14 C15 C16 -0.4(10) . . . . ?
C5 C6 C1 O1 179.0(5) . . . . ?
C5 C6 C1 C2 -0.2(8) . . . . ?
C5 C4 C3 C2 -0.4(11) . . . . ?
C17 C16 C15 Ru1 54.5(5) . . . . ?
C17 C16 C15 C14 0.9(9) . . . . ?
C17 C18 C13 Ru1 -53.1(5) . . . . ?
C17 C18 C13 C14 0.9(9) . . . . ?
C17 C18 C13 C11 179.5(6) . . . . ?
C6 N1 C7 C8 1.7(9) . . . . ?
C6 C5 C9 C8 1.0(10) . . . . ?
C6 C5 C4 Cl1 -177.4(5) . . . . ?
C6 C5 C4 C3 1.1(10) . . . . ?
C6 C1 C2 I1 -179.2(4) . . . . ?
C6 C1 C2 C3 1.0(9) . . . . ?
C7 N1 C6 C5 -2.7(9) . . . . ?
C7 N1 C6 C1 179.0(5) . . . . ?
C7 C8 C9 C5 -2.0(11) . . . . ?
C1 C2 C3 C4 -0.7(11) . . . . ?
C14 C13 C11 C12 95.2(9) . . . . ?
C14 C13 C11 C10 -28.7(10) . . . . ?
C15 C16 C17 Ru1 -54.2(5) . . . . ?
C15 C16 C17 C18 -0.6(9) . . . . ?
C9 C5 C6 N1 1.3(9) . . . . ?
C9 C5 C6 C1 179.4(6) . . . . ?
C9 C5 C4 Cl1 2.3(10) . . . . ?
C9 C5 C4 C3 -179.1(7) . . . . ?
C4 C5 C6 N1 -178.9(6) . . . . ?
C4 C5 C6 C1 -0.8(9) . . . . ?
C4 C5 C9 C8 -178.7(7) . . . . ?
C19 C16 C17 Ru1 120.9(6) . . . . ?
C19 C16 C17 C18 174.6(6) . . . . ?
C19 C16 C15 Ru1 -120.7(6) . . . . ?
C19 C16 C15 C14 -174.3(6) . . . . ?
C11 C13 C14 Ru1 127.2(6) . . . . ?
C11 C13 C14 C15 -179.1(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_111
_database_code_depnum_ccdc_archive 'CCDC 1895287'
loop_
_audit_author_name
_audit_author_address
p-cymene-RuCl
;Yulin Normal University
China
;
_audit_update_record             
;
2019-02-03 deposited with the CCDC.	2019-03-26 downloaded from the CCDC.
;
_audit_creation_date             2018-12-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '3(C10 H14 Cl2 Ru)'
_chemical_formula_sum            'C30 H42 Cl6 Ru3'
_chemical_formula_weight         918.54
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/4, y+1/4, z+1/4'
'x+1/4, -y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'-x+1/4, y+3/4, z+3/4'
'x+1/4, -y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'-x+3/4, y+1/4, z+3/4'
'x+3/4, -y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'-x+3/4, y+3/4, z+1/4'
'x+3/4, -y+3/4, z+1/4'

_cell_length_a                   47.198(3)
_cell_length_b                   15.9275(10)
_cell_length_c                   18.8189(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     14146.9(15)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    9303
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.526
_cell_measurement_theta_min      3.086
_shelx_estimated_absorpt_T_max   0.781
_shelx_estimated_absorpt_T_min   0.661
_exptl_absorpt_coefficient_mu    1.737
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6006
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0870 before and 0.0739 after correction.
The Ratio of minimum to maximum transmission is 0.8055.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.725
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             7296
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       61
_diffrn_reflns_limit_h_min       -61
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            48743
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.555
_diffrn_reflns_theta_min         3.086
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.940
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                6512
_reflns_number_total             8111
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         4.387
_refine_diff_density_min         -0.977
_refine_diff_density_rms         0.197
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.43(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     339
_refine_ls_number_reflns         8111
_refine_ls_number_restraints     37
_refine_ls_R_factor_all          0.0889
_refine_ls_R_factor_gt           0.0654
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0991P)²+405.2251P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1670
_refine_ls_wR_factor_ref         0.1930
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.57(14)
 0.43(14)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Uiso/Uaniso restraints and constraints
Uanis(C28) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C6) \\sim Ueq, Uanis(C8) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C16) \\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(C15) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
4.a Ternary CH refined with riding coordinates:
 C22(H22), C2(H2), C12(H12)
4.b Aromatic/amide H refined with riding coordinates:
 C28(H28), C25(H25), C29(H29), C26(H26), C8(H8), C9(H9), C5(H5), C6(H6),
 C15(H15), C19(H19), C18(H18), C16(H16)
4.c Fitted hexagon refined as free rotating group:
 C8(C9,C4,C5,C6,C7), C15(C14,C19,C18,C17,C16)
4.d Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C23(H23A,H23B,H23C), C21(H21A,H21B,H21C), C20(H20A,H20B,
 H20C), C11(H11A,H11B,H11C), C10(H10A,H10B,H10C), C13(H13A,H13B,H13C), C3(H3A,
 H3B,H3C), C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru3 Ru 0.53661(2) 0.95970(6) 0.08920(5) 0.0302(2) Uani 1 1 d . . . . .
Ru1 Ru 0.61882(2) 0.70173(6) 0.34307(6) 0.0349(3) Uani 1 1 d . . . . .
Ru2 Ru 0.54509(2) 0.77712(7) 0.34340(6) 0.0372(3) Uani 1 1 d . . . . .
Cl6 Cl 0.500000 1.000000 0.0034(2) 0.0360(12) Uani 1 2 d S T P . .
Cl5 Cl 0.500000 1.000000 0.1749(2) 0.0381(13) Uani 1 2 d S T P . .
Cl2 Cl 0.58184(7) 0.7369(3) 0.4288(2) 0.0385(10) Uani 1 1 d . . . . .
Cl1 Cl 0.58235(7) 0.7419(4) 0.2574(2) 0.0460(12) Uani 1 1 d . . . . .
Cl7 Cl 0.51523(8) 0.8236(2) 0.0865(3) 0.0529(9) Uani 1 1 d . . . . .
Cl3 Cl 0.59801(9) 0.5644(2) 0.3429(3) 0.0563(9) Uani 1 1 d . . . . .
Cl4 Cl 0.56431(9) 0.9159(3) 0.3482(3) 0.0582(10) Uani 1 1 d . . . . .
C28 C 0.5716(3) 0.9625(14) 0.1626(9) 0.051(5) Uani 1 1 d . U . . .
H28 H 0.572262 0.947786 0.210357 0.062 Uiso 1 1 calc R . . . .
C25 C 0.5691(3) 1.0018(11) 0.0176(9) 0.041(4) Uani 1 1 d . . . . .
H25 H 0.568058 1.015564 -0.030364 0.050 Uiso 1 1 calc R . . . .
C27 C 0.5652(3) 1.0464(12) 0.1426(9) 0.048(4) Uani 1 1 d . . . . .
C29 C 0.5768(3) 0.9029(12) 0.1111(10) 0.054(5) Uani 1 1 d . . . . .
H29 H 0.581626 0.848973 0.125650 0.065 Uiso 1 1 calc R . . . .
C22 C 0.5798(4) 0.8478(16) -0.0146(15) 0.070(7) Uani 1 1 d . . . . .
H22 H 0.575404 0.794355 0.008742 0.084 Uiso 1 1 calc R . . . .
C24 C 0.5753(3) 0.9194(12) 0.0366(13) 0.059(5) Uani 1 1 d . . . . .
C26 C 0.5641(3) 1.0655(10) 0.0688(9) 0.044(4) Uani 1 1 d . . . . .
H26 H 0.560214 1.120025 0.054057 0.053 Uiso 1 1 calc R . . . .
C30 C 0.5586(4) 1.1089(17) 0.1983(14) 0.087(8) Uani 1 1 d . . . . .
H30A H 0.547377 1.153322 0.178308 0.130 Uiso 1 1 calc GR . . . .
H30B H 0.575889 1.131648 0.216903 0.130 Uiso 1 1 calc GR . . . .
H30C H 0.548172 1.082295 0.235942 0.130 Uiso 1 1 calc GR . . . .
C8 C 0.6459(2) 0.8076(6) 0.3710(8) 0.064(5) Uani 1 1 d . U . . .
H8 H 0.641482 0.860396 0.389039 0.077 Uiso 1 1 calc R . . . .
C9 C 0.6512(3) 0.7413(8) 0.4172(5) 0.049(4) Uani 1 1 d G . . . .
H9 H 0.650380 0.749736 0.466033 0.059 Uiso 1 1 calc R . . . .
C4 C 0.6579(2) 0.6625(6) 0.3903(5) 0.049(4) Uani 1 1 d G . . . .
C5 C 0.6592(2) 0.6499(6) 0.3173(6) 0.051(4) Uani 1 1 d G . . . .
H5 H 0.663617 0.597112 0.299283 0.062 Uiso 1 1 calc R . . . .
C6 C 0.6538(3) 0.7162(9) 0.2711(5) 0.062(5) Uani 1 1 d G U . . .
H6 H 0.654718 0.707770 0.222287 0.074 Uiso 1 1 calc R . . . .
C7 C 0.6472(2) 0.7951(7) 0.2980(7) 0.069(6) Uani 1 1 d G . . . .
C2 C 0.6636(4) 0.5927(18) 0.4448(13) 0.072(7) Uani 1 1 d . . . . .
H2 H 0.661787 0.540228 0.418026 0.086 Uiso 1 1 calc R . . . .
C23 C 0.6113(5) 0.8488(18) -0.0381(16) 0.091(8) Uani 1 1 d . . . . .
H23A H 0.615836 0.902835 -0.057568 0.137 Uiso 1 1 calc GR . . . .
H23B H 0.614302 0.806329 -0.073481 0.137 Uiso 1 1 calc GR . . . .
H23C H 0.623172 0.837854 0.002233 0.137 Uiso 1 1 calc GR . . . .
C21 C 0.5601(5) 0.8600(19) -0.0816(14) 0.089(8) Uani 1 1 d . . . . .
H21A H 0.540625 0.857606 -0.067174 0.133 Uiso 1 1 calc GR . . . .
H21B H 0.563827 0.816340 -0.115482 0.133 Uiso 1 1 calc GR . . . .
H21C H 0.563922 0.913637 -0.102904 0.133 Uiso 1 1 calc GR . . . .
C12 C 0.4991(4) 0.8806(12) 0.4465(13) 0.067(6) Uani 1 1 d . . . . .
H12 H 0.503945 0.934248 0.424214 0.080 Uiso 1 1 calc R . . . .
C15 C 0.5044(2) 0.8291(6) 0.3193(6) 0.062(5) Uani 1 1 d . U . . .
H15 H 0.499556 0.883025 0.304645 0.075 Uiso 1 1 calc R . . . .
C14 C 0.5056(2) 0.8102(6) 0.3914(6) 0.057(5) Uani 1 1 d G U . . .
C19 C 0.5128(2) 0.7297(6) 0.4133(5) 0.041(4) Uani 1 1 d G . . . .
H19 H 0.513663 0.717029 0.461503 0.049 Uiso 1 1 calc R . . . .
C18 C 0.5188(2) 0.6681(5) 0.3632(6) 0.063(6) Uani 1 1 d G . . . .
H18 H 0.523667 0.614185 0.377884 0.076 Uiso 1 1 calc R . . . .
C17 C 0.5176(2) 0.6870(7) 0.2912(6) 0.061(5) Uani 1 1 d G . . . .
C16 C 0.5104(3) 0.7675(9) 0.2692(5) 0.069(6) Uani 1 1 d G U . . .
H16 H 0.509560 0.780180 0.221025 0.083 Uiso 1 1 calc R . . . .
C20 C 0.5259(5) 0.618(2) 0.2368(14) 0.108(12) Uani 1 1 d . . . . .
H20A H 0.528382 0.642524 0.190689 0.162 Uiso 1 1 calc GR . . . .
H20B H 0.511131 0.576300 0.234576 0.162 Uiso 1 1 calc GR . . . .
H20C H 0.543252 0.591548 0.251412 0.162 Uiso 1 1 calc GR . . . .
C11 C 0.4669(5) 0.881(2) 0.459(2) 0.119(12) Uani 1 1 d . . . . .
H11A H 0.458001 0.917985 0.425826 0.178 Uiso 1 1 calc GR . . . .
H11B H 0.463093 0.900016 0.506728 0.178 Uiso 1 1 calc GR . . . .
H11C H 0.459602 0.825194 0.453317 0.178 Uiso 1 1 calc GR . . . .
C10 C 0.6400(5) 0.863(2) 0.2412(18) 0.120(12) Uani 1 1 d . . . . .
H10A H 0.629937 0.908266 0.263362 0.179 Uiso 1 1 calc GR . . . .
H10B H 0.628320 0.838319 0.204895 0.179 Uiso 1 1 calc GR . . . .
H10C H 0.657154 0.883602 0.220417 0.179 Uiso 1 1 calc GR . . . .
C13 C 0.5165(5) 0.8731(15) 0.5127(13) 0.085(7) Uani 1 1 d . . . . .
H13A H 0.508686 0.830154 0.542611 0.127 Uiso 1 1 calc GR . . . .
H13B H 0.516348 0.925741 0.537591 0.127 Uiso 1 1 calc GR . . . .
H13C H 0.535617 0.858770 0.500293 0.127 Uiso 1 1 calc GR . . . .
C3 C 0.6437(5) 0.5851(17) 0.5029(13) 0.086(8) Uani 1 1 d . . . . .
H3A H 0.648324 0.625458 0.539029 0.129 Uiso 1 1 calc GR . . . .
H3B H 0.644818 0.529556 0.522477 0.129 Uiso 1 1 calc GR . . . .
H3C H 0.624894 0.595300 0.485786 0.129 Uiso 1 1 calc GR . . . .
C1 C 0.6939(5) 0.5957(19) 0.4675(17) 0.107(10) Uani 1 1 d . . . . .
H1A H 0.705900 0.597225 0.426264 0.161 Uiso 1 1 calc GR . . . .
H1B H 0.698247 0.546678 0.495118 0.161 Uiso 1 1 calc GR . . . .
H1C H 0.697098 0.645043 0.495649 0.161 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru3 Cl6 2.451(3) . ?
Ru3 Cl5 2.450(3) . ?
Ru3 Cl7 2.392(3) . ?
Ru3 C28 2.153(15) . ?
Ru3 C25 2.147(15) . ?
Ru3 C27 2.176(16) . ?
Ru3 C29 2.143(15) . ?
Ru3 C24 2.175(17) . ?
Ru3 C26 2.162(14) . ?
Ru1 Cl2 2.442(4) . ?
Ru1 Cl1 2.444(4) . ?
Ru1 Cl3 2.398(4) . ?
Ru1 C8 2.181(10) . ?
Ru1 C9 2.165(11) . ?
Ru1 C4 2.140(10) . ?
Ru1 C5 2.132(10) . ?
Ru1 C6 2.149(11) . ?
Ru1 C7 2.174(10) . ?
Ru2 Cl2 2.450(4) . ?
Ru2 Cl1 2.455(4) . ?
Ru2 Cl4 2.392(4) . ?
Ru2 C15 2.141(10) . ?
Ru2 C14 2.136(9) . ?
Ru2 C19 2.149(10) . ?
Ru2 C18 2.166(9) . ?
Ru2 C17 2.170(10) . ?
Ru2 C16 2.158(11) . ?
C28 H28 0.9300 . ?
C28 C27 1.42(3) . ?
C28 C29 1.38(3) . ?
C25 H25 0.9300 . ?
C25 C24 1.39(3) . ?
C25 C26 1.42(2) . ?
C27 C26 1.42(2) . ?
C27 C30 1.48(3) . ?
C29 H29 0.9300 . ?
C29 C24 1.43(3) . ?
C22 H22 0.9800 . ?
C22 C24 1.51(3) . ?
C22 C23 1.55(3) . ?
C22 C21 1.58(4) . ?
C26 H26 0.9300 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C8 H8 0.9300 . ?
C8 C9 1.3900 . ?
C8 C7 1.3900 . ?
C9 H9 0.9300 . ?
C9 C4 1.3900 . ?
C4 C5 1.3900 . ?
C4 C2 1.54(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.3900 . ?
C6 H6 0.9300 . ?
C6 C7 1.3900 . ?
C7 C10 1.56(2) . ?
C2 H2 0.9800 . ?
C2 C3 1.45(3) . ?
C2 C1 1.49(3) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C12 H12 0.9800 . ?
C12 C14 1.56(2) . ?
C12 C11 1.54(3) . ?
C12 C13 1.50(3) . ?
C15 H15 0.9300 . ?
C15 C14 1.3900 . ?
C15 C16 1.3900 . ?
C14 C19 1.3900 . ?
C19 H19 0.9300 . ?
C19 C18 1.3900 . ?
C18 H18 0.9300 . ?
C18 C17 1.3900 . ?
C17 C16 1.3900 . ?
C17 C20 1.56(3) . ?
C16 H16 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl5 Ru3 Cl6 82.43(11) . . ?
Cl7 Ru3 Cl6 85.75(11) . . ?
Cl7 Ru3 Cl5 87.37(12) . . ?
C28 Ru3 Cl6 163.3(6) . . ?
C28 Ru3 Cl5 96.5(5) . . ?
C28 Ru3 Cl7 110.9(6) . . ?
C28 Ru3 C27 38.3(7) . . ?
C28 Ru3 C24 69.7(8) . . ?
C28 Ru3 C26 68.7(7) . . ?
C25 Ru3 Cl6 90.4(4) . . ?
C25 Ru3 Cl5 146.6(5) . . ?
C25 Ru3 Cl7 124.8(5) . . ?
C25 Ru3 C28 81.3(6) . . ?
C25 Ru3 C27 69.5(6) . . ?
C25 Ru3 C24 37.6(7) . . ?
C25 Ru3 C26 38.4(6) . . ?
C27 Ru3 Cl6 125.1(5) . . ?
C27 Ru3 Cl5 88.1(4) . . ?
C27 Ru3 Cl7 147.8(5) . . ?
C27 Ru3 C24 83.0(7) . . ?
C29 Ru3 Cl6 149.5(5) . . ?
C29 Ru3 Cl5 127.5(5) . . ?
C29 Ru3 Cl7 89.7(5) . . ?
C29 Ru3 C28 37.5(7) . . ?
C29 Ru3 C25 67.7(6) . . ?
C29 Ru3 C27 68.3(7) . . ?
C29 Ru3 C24 38.6(8) . . ?
C29 Ru3 C26 80.3(7) . . ?
C24 Ru3 Cl6 111.7(7) . . ?
C24 Ru3 Cl5 165.8(7) . . ?
C24 Ru3 Cl7 94.4(5) . . ?
C26 Ru3 Cl6 95.9(4) . . ?
C26 Ru3 Cl5 109.7(5) . . ?
C26 Ru3 Cl7 163.0(5) . . ?
C26 Ru3 C27 38.3(7) . . ?
C26 Ru3 C24 69.2(6) . . ?
Cl2 Ru1 Cl1 82.67(11) . . ?
Cl3 Ru1 Cl2 85.28(16) . . ?
Cl3 Ru1 Cl1 87.11(18) . . ?
C8 Ru1 Cl2 94.7(3) . . ?
C8 Ru1 Cl1 111.7(4) . . ?
C8 Ru1 Cl3 161.1(4) . . ?
C9 Ru1 Cl2 90.7(3) . . ?
C9 Ru1 Cl1 147.9(4) . . ?
C9 Ru1 Cl3 123.8(4) . . ?
C9 Ru1 C8 37.30(16) . . ?
C9 Ru1 C7 67.4(2) . . ?
C4 Ru1 Cl2 114.1(3) . . ?
C4 Ru1 Cl1 163.2(3) . . ?
C4 Ru1 Cl3 95.0(3) . . ?
C4 Ru1 C8 67.7(2) . . ?
C4 Ru1 C9 37.67(17) . . ?
C4 Ru1 C6 68.3(2) . . ?
C4 Ru1 C7 80.2(2) . . ?
C5 Ru1 Cl2 151.4(3) . . ?
C5 Ru1 Cl1 125.5(3) . . ?
C5 Ru1 Cl3 90.7(3) . . ?
C5 Ru1 C8 80.2(2) . . ?
C5 Ru1 C9 68.1(2) . . ?
C5 Ru1 C4 37.97(15) . . ?
C5 Ru1 C6 37.89(17) . . ?
C5 Ru1 C7 68.0(2) . . ?
C6 Ru1 Cl2 160.3(4) . . ?
C6 Ru1 Cl1 95.6(3) . . ?
C6 Ru1 Cl3 114.3(4) . . ?
C6 Ru1 C8 67.6(2) . . ?
C6 Ru1 C9 80.2(2) . . ?
C6 Ru1 C7 37.51(17) . . ?
C7 Ru1 Cl2 122.8(4) . . ?
C7 Ru1 Cl1 89.9(3) . . ?
C7 Ru1 Cl3 151.2(4) . . ?
C7 Ru1 C8 37.23(15) . . ?
Cl2 Ru2 Cl1 82.28(10) . . ?
Cl4 Ru2 Cl2 87.02(16) . . ?
Cl4 Ru2 Cl1 87.97(18) . . ?
C15 Ru2 Cl2 151.1(3) . . ?
C15 Ru2 Cl1 126.3(3) . . ?
C15 Ru2 Cl4 89.5(3) . . ?
C15 Ru2 C19 68.3(2) . . ?
C15 Ru2 C18 80.4(2) . . ?
C15 Ru2 C17 67.9(2) . . ?
C15 Ru2 C16 37.73(17) . . ?
C14 Ru2 Cl2 113.9(3) . . ?
C14 Ru2 Cl1 163.7(3) . . ?
C14 Ru2 Cl4 95.0(3) . . ?
C14 Ru2 C15 37.93(16) . . ?
C14 Ru2 C19 37.85(16) . . ?
C14 Ru2 C18 68.1(2) . . ?
C14 Ru2 C17 80.4(2) . . ?
C14 Ru2 C16 68.2(2) . . ?
C19 Ru2 Cl2 90.5(3) . . ?
C19 Ru2 Cl1 146.2(3) . . ?
C19 Ru2 Cl4 124.8(3) . . ?
C19 Ru2 C18 37.58(15) . . ?
C19 Ru2 C17 67.8(2) . . ?
C19 Ru2 C16 80.4(2) . . ?
C18 Ru2 Cl2 94.7(3) . . ?
C18 Ru2 Cl1 109.9(3) . . ?
C18 Ru2 Cl4 162.1(3) . . ?
C18 Ru2 C17 37.39(15) . . ?
C17 Ru2 Cl2 123.2(4) . . ?
C17 Ru2 Cl1 88.8(3) . . ?
C17 Ru2 Cl4 148.8(4) . . ?
C16 Ru2 Cl2 160.7(4) . . ?
C16 Ru2 Cl1 95.8(3) . . ?
C16 Ru2 Cl4 112.2(4) . . ?
C16 Ru2 C18 67.7(2) . . ?
C16 Ru2 C17 37.47(17) . . ?
Ru3 Cl6 Ru3 97.54(18) . 2_675 ?
Ru3 Cl5 Ru3 97.61(18) . 2_675 ?
Ru1 Cl2 Ru2 97.61(15) . . ?
Ru1 Cl1 Ru2 97.44(16) . . ?
Ru3 C28 H28 129.9 . . ?
C27 C28 Ru3 71.7(9) . . ?
C27 C28 H28 120.0 . . ?
C29 C28 Ru3 70.9(9) . . ?
C29 C28 H28 120.0 . . ?
C29 C28 C27 120.0(15) . . ?
Ru3 C25 H25 130.3 . . ?
C24 C25 Ru3 72.3(10) . . ?
C24 C25 H25 118.8 . . ?
C24 C25 C26 122.3(17) . . ?
C26 C25 Ru3 71.3(8) . . ?
C26 C25 H25 118.8 . . ?
C28 C27 Ru3 70.0(9) . . ?
C28 C27 C26 117.8(16) . . ?
C28 C27 C30 119.4(19) . . ?
C26 C27 Ru3 70.3(9) . . ?
C26 C27 C30 123(2) . . ?
C30 C27 Ru3 128.7(12) . . ?
Ru3 C29 H29 131.4 . . ?
C28 C29 Ru3 71.7(9) . . ?
C28 C29 H29 118.2 . . ?
C28 C29 C24 123.7(17) . . ?
C24 C29 Ru3 71.9(10) . . ?
C24 C29 H29 118.2 . . ?
C24 C22 H22 109.9 . . ?
C24 C22 C23 108.0(18) . . ?
C24 C22 C21 110(2) . . ?
C23 C22 H22 109.9 . . ?
C23 C22 C21 110(2) . . ?
C21 C22 H22 109.9 . . ?
C25 C24 Ru3 70.1(9) . . ?
C25 C24 C29 115.9(19) . . ?
C25 C24 C22 125(2) . . ?
C29 C24 Ru3 69.5(10) . . ?
C29 C24 C22 118.8(19) . . ?
C22 C24 Ru3 129.2(13) . . ?
Ru3 C26 H26 131.4 . . ?
C25 C26 Ru3 70.2(9) . . ?
C25 C26 C27 120.3(16) . . ?
C25 C26 H26 119.8 . . ?
C27 C26 Ru3 71.4(10) . . ?
C27 C26 H26 119.8 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
Ru1 C8 H8 130.9 . . ?
C9 C8 Ru1 70.7(4) . . ?
C9 C8 H8 120.0 . . ?
C9 C8 C7 120.0 . . ?
C7 C8 Ru1 71.1(4) . . ?
C7 C8 H8 120.0 . . ?
Ru1 C9 H9 130.4 . . ?
C8 C9 Ru1 72.0(3) . . ?
C8 C9 H9 120.0 . . ?
C4 C9 Ru1 70.2(3) . . ?
C4 C9 C8 120.0 . . ?
C4 C9 H9 120.0 . . ?
C9 C4 Ru1 72.1(4) . . ?
C9 C4 C2 116.8(13) . . ?
C5 C4 Ru1 70.7(4) . . ?
C5 C4 C9 120.0 . . ?
C5 C4 C2 123.2(13) . . ?
C2 C4 Ru1 129.9(10) . . ?
Ru1 C5 H5 129.4 . . ?
C4 C5 Ru1 71.3(4) . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.0 . . ?
C6 C5 Ru1 71.7(4) . . ?
C6 C5 H5 120.0 . . ?
Ru1 C6 H6 129.9 . . ?
C5 C6 Ru1 70.4(3) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 Ru1 72.2(3) . . ?
C7 C6 C5 120.0 . . ?
C7 C6 H6 120.0 . . ?
C8 C7 Ru1 71.7(4) . . ?
C8 C7 C10 124.7(18) . . ?
C6 C7 Ru1 70.3(4) . . ?
C6 C7 C8 120.0 . . ?
C6 C7 C10 115.2(18) . . ?
C10 C7 Ru1 127.3(11) . . ?
C4 C2 H2 105.0 . . ?
C3 C2 C4 116.8(18) . . ?
C3 C2 H2 105.0 . . ?
C3 C2 C1 114(2) . . ?
C1 C2 C4 110(2) . . ?
C1 C2 H2 105.0 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
C22 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C14 C12 H12 107.2 . . ?
C11 C12 H12 107.2 . . ?
C11 C12 C14 108(2) . . ?
C13 C12 H12 107.2 . . ?
C13 C12 C14 112.8(14) . . ?
C13 C12 C11 114(2) . . ?
Ru2 C15 H15 129.8 . . ?
C14 C15 Ru2 70.9(4) . . ?
C14 C15 H15 120.0 . . ?
C14 C15 C16 120.0 . . ?
C16 C15 Ru2 71.8(4) . . ?
C16 C15 H15 120.0 . . ?
C12 C14 Ru2 129.2(9) . . ?
C15 C14 Ru2 71.2(4) . . ?
C15 C14 C12 119.0(10) . . ?
C19 C14 Ru2 71.6(3) . . ?
C19 C14 C12 121.0(10) . . ?
C19 C14 C15 120.0 . . ?
Ru2 C19 H19 130.1 . . ?
C14 C19 Ru2 70.6(3) . . ?
C14 C19 H19 120.0 . . ?
C14 C19 C18 120.0 . . ?
C18 C19 Ru2 71.9(3) . . ?
C18 C19 H19 120.0 . . ?
Ru2 C18 H18 130.6 . . ?
C19 C18 Ru2 70.5(4) . . ?
C19 C18 H18 120.0 . . ?
C19 C18 C17 120.0 . . ?
C17 C18 Ru2 71.5(4) . . ?
C17 C18 H18 120.0 . . ?
C18 C17 Ru2 71.1(4) . . ?
C18 C17 C20 118.5(16) . . ?
C16 C17 Ru2 70.8(3) . . ?
C16 C17 C18 120.0 . . ?
C16 C17 C20 121.4(16) . . ?
C20 C17 Ru2 128.1(11) . . ?
Ru2 C16 H16 130.3 . . ?
C15 C16 Ru2 70.5(3) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 Ru2 71.8(3) . . ?
C17 C16 C15 120.0 . . ?
C17 C16 H16 120.0 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
C12 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ru3 C28 C27 C26 -53.3(13) . . . . ?
Ru3 C28 C27 C30 123.9(15) . . . . ?
Ru3 C28 C29 C24 52.2(15) . . . . ?
Ru3 C25 C24 C29 -53.9(13) . . . . ?
Ru3 C25 C24 C22 124.5(17) . . . . ?
Ru3 C25 C26 C27 52.9(13) . . . . ?
Ru3 C27 C26 C25 -52.3(13) . . . . ?
Ru3 C29 C24 C25 54.2(13) . . . . ?
Ru3 C29 C24 C22 -124.3(16) . . . . ?
Ru1 C8 C9 C4 53.2(3) . . . . ?
Ru1 C8 C7 C6 -53.0(3) . . . . ?
Ru1 C8 C7 C10 123.2(13) . . . . ?
Ru1 C9 C4 C5 54.0(4) . . . . ?
Ru1 C9 C4 C2 -126.3(12) . . . . ?
Ru1 C4 C5 C6 54.7(3) . . . . ?
Ru1 C4 C2 C3 -42(3) . . . . ?
Ru1 C4 C2 C1 -173.7(16) . . . . ?
Ru1 C5 C6 C7 54.5(3) . . . . ?
Ru1 C6 C7 C8 53.7(3) . . . . ?
Ru1 C6 C7 C10 -122.9(12) . . . . ?
Ru2 C15 C14 C12 125.1(11) . . . . ?
Ru2 C15 C14 C19 -54.4(3) . . . . ?
Ru2 C15 C16 C17 54.0(3) . . . . ?
Ru2 C14 C19 C18 -54.2(4) . . . . ?
Ru2 C19 C18 C17 -53.6(3) . . . . ?
Ru2 C18 C17 C16 -53.2(3) . . . . ?
Ru2 C18 C17 C20 123.8(12) . . . . ?
Ru2 C17 C16 C15 -53.4(3) . . . . ?
C28 C27 C26 Ru3 53.2(13) . . . . ?
C28 C27 C26 C25 1(2) . . . . ?
C28 C29 C24 Ru3 -52.0(15) . . . . ?
C28 C29 C24 C25 2(3) . . . . ?
C28 C29 C24 C22 -176.3(16) . . . . ?
C27 C28 C29 Ru3 -54.3(13) . . . . ?
C27 C28 C29 C24 -2(2) . . . . ?
C29 C28 C27 Ru3 53.9(14) . . . . ?
C29 C28 C27 C26 1(2) . . . . ?
C29 C28 C27 C30 177.8(16) . . . . ?
C24 C25 C26 Ru3 -53.6(13) . . . . ?
C24 C25 C26 C27 -1(2) . . . . ?
C26 C25 C24 Ru3 53.2(13) . . . . ?
C26 C25 C24 C29 -1(2) . . . . ?
C26 C25 C24 C22 177.7(15) . . . . ?
C30 C27 C26 Ru3 -124.0(16) . . . . ?
C30 C27 C26 C25 -176.3(15) . . . . ?
C8 C9 C4 Ru1 -54.0(4) . . . . ?
C8 C9 C4 C5 0.0 . . . . ?
C8 C9 C4 C2 179.7(12) . . . . ?
C9 C8 C7 Ru1 53.0(3) . . . . ?
C9 C8 C7 C6 0.0 . . . . ?
C9 C8 C7 C10 176.2(14) . . . . ?
C9 C4 C5 Ru1 -54.7(3) . . . . ?
C9 C4 C5 C6 0.0 . . . . ?
C9 C4 C2 C3 46(2) . . . . ?
C9 C4 C2 C1 -85(2) . . . . ?
C4 C5 C6 Ru1 -54.5(3) . . . . ?
C4 C5 C6 C7 0.0 . . . . ?
C5 C4 C2 C3 -134(2) . . . . ?
C5 C4 C2 C1 94(2) . . . . ?
C5 C6 C7 Ru1 -53.7(3) . . . . ?
C5 C6 C7 C8 0.0 . . . . ?
C5 C6 C7 C10 -176.6(13) . . . . ?
C7 C8 C9 Ru1 -53.2(3) . . . . ?
C7 C8 C9 C4 0.0 . . . . ?
C2 C4 C5 Ru1 125.6(13) . . . . ?
C2 C4 C5 C6 -179.7(13) . . . . ?
C23 C22 C24 Ru3 178.0(18) . . . . ?
C23 C22 C24 C25 86(3) . . . . ?
C23 C22 C24 C29 -96(2) . . . . ?
C21 C22 C24 Ru3 59(3) . . . . ?
C21 C22 C24 C25 -34(3) . . . . ?
C21 C22 C24 C29 144.8(19) . . . . ?
C12 C14 C19 Ru2 -125.2(11) . . . . ?
C12 C14 C19 C18 -179.5(12) . . . . ?
C15 C14 C19 Ru2 54.2(4) . . . . ?
C15 C14 C19 C18 0.0 . . . . ?
C14 C15 C16 Ru2 -54.0(3) . . . . ?
C14 C15 C16 C17 0.0 . . . . ?
C14 C19 C18 Ru2 53.6(3) . . . . ?
C14 C19 C18 C17 0.0 . . . . ?
C19 C18 C17 Ru2 53.2(3) . . . . ?
C19 C18 C17 C16 0.0 . . . . ?
C19 C18 C17 C20 177.0(13) . . . . ?
C18 C17 C16 Ru2 53.4(3) . . . . ?
C18 C17 C16 C15 0.0 . . . . ?
C16 C15 C14 Ru2 54.4(3) . . . . ?
C16 C15 C14 C12 179.5(12) . . . . ?
C16 C15 C14 C19 0.0 . . . . ?
C20 C17 C16 Ru2 -123.6(12) . . . . ?
C20 C17 C16 C15 -176.9(13) . . . . ?
C11 C12 C14 Ru2 176.2(18) . . . . ?
C11 C12 C14 C15 87(2) . . . . ?
C11 C12 C14 C19 -93(2) . . . . ?
C13 C12 C14 Ru2 -57(2) . . . . ?
C13 C12 C14 C15 -145.4(14) . . . . ?
C13 C12 C14 C19 34.1(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.57(14)
2 0.43(14)

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20181026_qqp_52ru3
_database_code_depnum_ccdc_archive 'CCDC 1895285'
loop_
_audit_author_name
_audit_author_address
MBrBrQ-RuI
;Yulin Normal University
China
;
_audit_update_record             
;
2019-02-03 deposited with the CCDC.	2019-03-26 downloaded from the CCDC.
;
_audit_creation_date             2018-10-30
_audit_creation_method           
;
  Olex2 1.2-ac2
  (compiled 2012.03.06 svn.r2239, GUI svn.r4109)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C20 H20 Br2 I N O Ru'
_chemical_formula_sum            'C20 H20 Br2 I N O Ru'
_chemical_formula_weight         678.16
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.1403(6)
_cell_length_b                   14.1963(9)
_cell_length_c                   14.3901(8)
_cell_angle_alpha                86.310(5)
_cell_angle_beta                 71.536(5)
_cell_angle_gamma                84.761(5)
_cell_volume                     2148.1(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7056
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.4090
_cell_measurement_theta_min      3.8120
_exptl_absorpt_coefficient_mu    5.896
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.32170
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    2.097
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1288
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            24876
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         3.297
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9784
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9933
_diffrn_measured_fraction_theta_max 0.8929
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -4.00  86.00   1.00    5.00    --   17.61  57.00   0.00   90
  2  ω    -12.00  88.00   1.00    5.00    --   17.61  77.00  90.00  100
  3  ω    -20.00  60.00   1.00    5.00    --   17.61 -99.00-120.00   80
  4  ω    -51.00  38.00   1.00    5.00    --   17.61 -57.00 120.00   89
  5  ω    -20.00  60.00   1.00    5.00    --   17.61 -99.00-180.00   80
  6  ω     -4.00  86.00   1.00    5.00    --   17.61  57.00  30.00   90
  7  ω    -55.00  20.00   1.00    5.00    --   17.61 -19.00-180.00   75
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0186065000
_diffrn_orient_matrix_UB_12      -0.0034591000
_diffrn_orient_matrix_UB_13      0.0429679000
_diffrn_orient_matrix_UB_21      0.0540241000
_diffrn_orient_matrix_UB_22      -0.0299453000
_diffrn_orient_matrix_UB_23      -0.0240717000
_diffrn_orient_matrix_UB_31      0.0355868000
_diffrn_orient_matrix_UB_32      0.0401526000
_diffrn_orient_matrix_UB_33      -0.0166906000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           n/a
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_source_voltage           n/a
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6754
_reflns_number_total             8702
_reflns_odcompleteness_completeness 99.33
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.672
_refine_diff_density_min         -0.786
_refine_diff_density_rms         0.097
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     477
_refine_ls_number_reflns         8702
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0528
_refine_ls_R_factor_gt           0.0343
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0265P)²+2.2232P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0696
_refine_ls_wR_factor_ref         0.0779
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.09271(4) 0.70090(2) 0.59127(2) 0.05228(10) Uani 1 1 d . . . . .
I2 I -0.63559(3) 0.79276(3) 0.00014(3) 0.05634(11) Uani 1 1 d . . . . .
Ru1 Ru 0.09912(3) 0.66862(3) 0.40539(2) 0.03457(10) Uani 1 1 d . . . . .
Ru2 Ru -0.38153(4) 0.81393(3) -0.06996(2) 0.03769(10) Uani 1 1 d . . . . .
Br1 Br -0.38863(5) 0.69993(4) 0.55078(4) 0.05403(15) Uani 1 1 d . . . . .
Br2 Br -0.31583(6) 1.08471(5) 0.43932(6) 0.0777(2) Uani 1 1 d . . . . .
Br3 Br -0.36654(6) 0.83615(5) 0.27968(4) 0.07092(19) Uani 1 1 d . . . . .
Br4 Br -0.31361(7) 0.43733(5) 0.26673(5) 0.0821(2) Uani 1 1 d . . . . .
O1 O -0.0965(3) 0.6826(2) 0.4606(2) 0.0423(8) Uani 1 1 d . . . . .
O2 O -0.3867(3) 0.8200(2) 0.0738(2) 0.0479(8) Uani 1 1 d . . . . .
N1 N 0.0637(3) 0.8182(3) 0.3926(2) 0.0367(9) Uani 1 1 d . . . . .
N2 N -0.3639(3) 0.6672(3) -0.0301(2) 0.0384(9) Uani 1 1 d . . . . .
C1 C 0.2854(4) 0.8609(4) 0.3273(4) 0.0579(15) Uani 1 1 d . . . . .
H1A H 0.3054 0.8120 0.3704 0.087 Uiso 1 1 calc R U . . .
H1B H 0.3294 0.9157 0.3284 0.087 Uiso 1 1 calc R U . . .
H1C H 0.3111 0.8387 0.2617 0.087 Uiso 1 1 calc R U . . .
C2 C 0.1453(4) 0.8866(4) 0.3604(3) 0.0434(12) Uani 1 1 d . . . . .
C3 C 0.1016(5) 0.9815(4) 0.3575(4) 0.0486(13) Uani 1 1 d . . . . .
H3 H 0.1605 1.0270 0.3358 0.058 Uiso 1 1 calc R U . . .
C4 C -0.0244(5) 1.0101(4) 0.3853(4) 0.0489(13) Uani 1 1 d . . . . .
H4 H -0.0515 1.0737 0.3816 0.059 Uiso 1 1 calc R U . . .
C5 C -0.1133(4) 0.9402(3) 0.4199(3) 0.0388(11) Uani 1 1 d . . . . .
C6 C -0.2454(5) 0.9594(3) 0.4530(4) 0.0451(12) Uani 1 1 d . . . . .
C7 C -0.3241(5) 0.8890(4) 0.4931(3) 0.0451(12) Uani 1 1 d . . . . .
H7 H -0.4113 0.9032 0.5170 0.054 Uiso 1 1 calc R U . . .
C8 C -0.2740(4) 0.7963(3) 0.4982(3) 0.0383(11) Uani 1 1 d . . . . .
C9 C -0.1455(4) 0.7701(3) 0.4626(3) 0.0361(11) Uani 1 1 d . . . . .
C10 C -0.0650(4) 0.8456(3) 0.4249(3) 0.0355(10) Uani 1 1 d . . . . .
C11 C 0.3653(5) 0.5597(4) 0.4413(4) 0.0626(16) Uani 1 1 d . . . . .
H11A H 0.3994 0.6191 0.4427 0.094 Uiso 1 1 calc R U . . .
H11B H 0.4333 0.5137 0.4116 0.094 Uiso 1 1 calc R U . . .
H11C H 0.3214 0.5385 0.5070 0.094 Uiso 1 1 calc R U . . .
C12 C 0.2926(4) 0.6373(3) 0.3035(3) 0.0417(11) Uani 1 1 d . . . . .
H12 H 0.3651 0.6707 0.2844 0.050 Uiso 1 1 calc R U . . .
C13 C 0.2036(4) 0.6538(4) 0.2524(3) 0.0470(13) Uani 1 1 d . . . . .
H13 H 0.2164 0.7003 0.2024 0.056 Uiso 1 1 calc R U . . .
C14 C 0.0949(4) 0.6015(4) 0.2750(3) 0.0516(14) Uani 1 1 d . . . . .
C15 C -0.0063(5) 0.6191(6) 0.2241(4) 0.077(2) Uani 1 1 d . . . . .
H15 H -0.0886 0.6131 0.2746 0.093 Uiso 1 1 calc R U . . .
C16 C -0.0100(7) 0.7175(7) 0.1768(5) 0.113(3) Uani 1 1 d . . . . .
H16A H -0.0220 0.7639 0.2252 0.170 Uiso 1 1 calc R U . . .
H16B H -0.0789 0.7254 0.1497 0.170 Uiso 1 1 calc R U . . .
H16C H 0.0686 0.7255 0.1255 0.170 Uiso 1 1 calc R U . . .
C17 C 0.0092(7) 0.5421(7) 0.1515(6) 0.131(4) Uani 1 1 d . . . . .
H17A H 0.0819 0.5520 0.0953 0.197 Uiso 1 1 calc R U . . .
H17B H -0.0653 0.5443 0.1312 0.197 Uiso 1 1 calc R U . . .
H17C H 0.0207 0.4813 0.1821 0.197 Uiso 1 1 calc R U . . .
C18 C 0.0815(5) 0.5325(4) 0.3538(4) 0.0553(15) Uani 1 1 d . . . . .
H18 H 0.0125 0.4956 0.3704 0.066 Uiso 1 1 calc R U . . .
C19 C 0.1656(5) 0.5185(3) 0.4057(4) 0.0509(14) Uani 1 1 d . . . . .
H19 H 0.1518 0.4734 0.4570 0.061 Uiso 1 1 calc R U . . .
C20 C 0.2740(5) 0.5719(3) 0.3823(3) 0.0443(12) Uani 1 1 d . . . . .
C21 C -0.3627(4) 0.7267(4) 0.2110(3) 0.0475(13) Uani 1 1 d . . . . .
C22 C -0.3460(5) 0.6367(4) 0.2542(4) 0.0553(15) Uani 1 1 d . . . . .
H22 H -0.3399 0.6317 0.3174 0.066 Uiso 1 1 calc R U . . .
C23 C -0.3388(5) 0.5575(4) 0.2049(4) 0.0510(14) Uani 1 1 d . . . . .
C24 C -0.3443(4) 0.5623(4) 0.1079(3) 0.0424(12) Uani 1 1 d . . . . .
C25 C -0.3375(5) 0.4851(4) 0.0510(4) 0.0530(14) Uani 1 1 d . . . . .
H25 H -0.3265 0.4240 0.0760 0.064 Uiso 1 1 calc R U . . .
C26 C -0.3467(5) 0.4988(4) -0.0410(4) 0.0502(13) Uani 1 1 d . . . . .
H26 H -0.3444 0.4468 -0.0779 0.060 Uiso 1 1 calc R U . . .
C27 C -0.3600(4) 0.5919(3) -0.0811(3) 0.0403(11) Uani 1 1 d . . . . .
C28 C -0.3724(5) 0.6031(4) -0.1818(3) 0.0542(14) Uani 1 1 d . . . . .
H28A H -0.4336 0.6548 -0.1838 0.081 Uiso 1 1 calc R U . . .
H28B H -0.3999 0.5459 -0.1979 0.081 Uiso 1 1 calc R U . . .
H28C H -0.2917 0.6159 -0.2283 0.081 Uiso 1 1 calc R U . . .
C29 C -0.3599(4) 0.6536(4) 0.0648(3) 0.0387(11) Uani 1 1 d . . . . .
C30 C -0.3709(4) 0.7370(4) 0.1166(3) 0.0401(11) Uani 1 1 d . . . . .
C31 C -0.0230(8) 0.7557(8) -0.0907(6) 0.132(4) Uani 1 1 d . . . . .
H31A H 0.0180 0.7435 -0.1587 0.198 Uiso 1 1 calc R U . . .
H31B H -0.0863 0.7114 -0.0629 0.198 Uiso 1 1 calc R U . . .
H31C H 0.0388 0.7489 -0.0565 0.198 Uiso 1 1 calc R U . . .
C32 C -0.0853(6) 0.8553(6) -0.0810(5) 0.085(2) Uani 1 1 d . . . . .
H32 H -0.1211 0.8672 -0.0109 0.102 Uiso 1 1 calc R U . . .
C33 C 0.0107(9) 0.9282(8) -0.1264(7) 0.171(5) Uani 1 1 d . . . . .
H33A H 0.0794 0.9186 -0.0991 0.257 Uiso 1 1 calc R U . . .
H33B H -0.0297 0.9907 -0.1126 0.257 Uiso 1 1 calc R U . . .
H33C H 0.0431 0.9213 -0.1960 0.257 Uiso 1 1 calc R U . . .
C34 C -0.1941(5) 0.8695(4) -0.1252(4) 0.0561(15) Uani 1 1 d . . . . .
C35 C -0.2095(5) 0.8091(4) -0.1942(3) 0.0500(13) Uani 1 1 d . . . . .
H35 H -0.1507 0.7579 -0.2153 0.060 Uiso 1 1 calc R U . . .
C36 C -0.3121(5) 0.8251(4) -0.2315(3) 0.0475(13) Uani 1 1 d . . . . .
H36 H -0.3177 0.7854 -0.2787 0.057 Uiso 1 1 calc R U . . .
C37 C -0.4060(5) 0.8987(4) -0.2001(3) 0.0474(13) Uani 1 1 d . . . . .
C38 C -0.5166(6) 0.9115(5) -0.2376(4) 0.0748(19) Uani 1 1 d . . . . .
H38A H -0.5367 0.8510 -0.2523 0.112 Uiso 1 1 calc R U . . .
H38B H -0.4961 0.9515 -0.2960 0.112 Uiso 1 1 calc R U . . .
H38C H -0.5883 0.9402 -0.1887 0.112 Uiso 1 1 calc R U . . .
C39 C -0.3924(6) 0.9589(4) -0.1295(4) 0.0581(16) Uani 1 1 d . . . . .
H39 H -0.4531 1.0085 -0.1063 0.070 Uiso 1 1 calc R U . . .
C40 C -0.2874(6) 0.9435(4) -0.0948(4) 0.0566(15) Uani 1 1 d . . . . .
H40 H -0.2797 0.9846 -0.0495 0.068 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Ru1 2.7205(5) . ?
I2 Ru2 2.7251(5) . ?
Ru1 O1 2.066(3) . ?
Ru1 N1 2.131(4) . ?
Ru1 C12 2.213(4) . ?
Ru1 C13 2.154(4) . ?
Ru1 C14 2.174(5) . ?
Ru1 C18 2.161(5) . ?
Ru1 C19 2.192(5) . ?
Ru1 C20 2.225(5) . ?
Ru2 O2 2.059(3) . ?
Ru2 N2 2.133(4) . ?
Ru2 C34 2.187(5) . ?
Ru2 C35 2.167(5) . ?
Ru2 C36 2.206(4) . ?
Ru2 C37 2.236(4) . ?
Ru2 C39 2.186(5) . ?
Ru2 C40 2.155(5) . ?
Br1 C8 1.910(4) . ?
Br2 C6 1.901(5) . ?
Br3 C21 1.885(5) . ?
Br4 C23 1.912(5) . ?
O1 C9 1.309(5) . ?
O2 C30 1.318(5) . ?
N1 C2 1.349(5) . ?
N1 C10 1.387(6) . ?
N2 C27 1.324(6) . ?
N2 C29 1.382(5) . ?
C1 C2 1.497(7) . ?
C2 C3 1.394(7) . ?
C3 C4 1.362(7) . ?
C4 C5 1.420(6) . ?
C5 C6 1.402(6) . ?
C5 C10 1.406(6) . ?
C6 C7 1.366(7) . ?
C7 C8 1.389(7) . ?
C8 C9 1.383(6) . ?
C9 C10 1.428(6) . ?
C11 C20 1.511(7) . ?
C12 C13 1.406(6) . ?
C12 C20 1.393(6) . ?
C13 C14 1.417(7) . ?
C14 C15 1.522(8) . ?
C14 C18 1.429(7) . ?
C15 C16 1.517(10) . ?
C15 C17 1.521(9) . ?
C18 C19 1.365(7) . ?
C19 C20 1.423(7) . ?
C21 C22 1.408(7) . ?
C21 C30 1.387(6) . ?
C22 C23 1.351(8) . ?
C23 C24 1.412(7) . ?
C24 C25 1.392(7) . ?
C24 C29 1.420(6) . ?
C25 C26 1.361(7) . ?
C26 C27 1.422(6) . ?
C27 C28 1.496(6) . ?
C29 C30 1.415(7) . ?
C31 C32 1.512(11) . ?
C32 C33 1.520(10) . ?
C32 C34 1.530(8) . ?
C34 C35 1.412(7) . ?
C34 C40 1.396(8) . ?
C35 C36 1.404(7) . ?
C36 C37 1.398(7) . ?
C37 C38 1.486(7) . ?
C37 C39 1.420(7) . ?
C39 C40 1.406(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ru1 I1 85.19(9) . . ?
O1 Ru1 N1 79.00(13) . . ?
O1 Ru1 C12 160.52(16) . . ?
O1 Ru1 C13 124.04(16) . . ?
O1 Ru1 C14 92.25(16) . . ?
O1 Ru1 C18 87.57(17) . . ?
O1 Ru1 C19 109.66(16) . . ?
O1 Ru1 C20 146.46(15) . . ?
N1 Ru1 I1 84.96(10) . . ?
N1 Ru1 C12 105.08(16) . . ?
N1 Ru1 C13 94.49(17) . . ?
N1 Ru1 C14 110.77(18) . . ?
N1 Ru1 C18 146.3(2) . . ?
N1 Ru1 C19 171.24(16) . . ?
N1 Ru1 C20 134.03(16) . . ?
C12 Ru1 I1 113.98(13) . . ?
C12 Ru1 C20 36.58(16) . . ?
C13 Ru1 I1 150.20(14) . . ?
C13 Ru1 C12 37.52(17) . . ?
C13 Ru1 C14 38.22(18) . . ?
C13 Ru1 C18 67.78(19) . . ?
C13 Ru1 C19 79.64(19) . . ?
C13 Ru1 C20 67.63(18) . . ?
C14 Ru1 I1 163.32(15) . . ?
C14 Ru1 C12 68.40(18) . . ?
C14 Ru1 C19 68.4(2) . . ?
C14 Ru1 C20 81.56(19) . . ?
C18 Ru1 I1 124.83(15) . . ?
C18 Ru1 C12 78.67(18) . . ?
C18 Ru1 C14 38.5(2) . . ?
C18 Ru1 C19 36.6(2) . . ?
C18 Ru1 C20 67.2(2) . . ?
C19 Ru1 I1 96.88(14) . . ?
C19 Ru1 C12 66.33(18) . . ?
C19 Ru1 C20 37.58(18) . . ?
C20 Ru1 I1 91.47(13) . . ?
O2 Ru2 I2 86.98(10) . . ?
O2 Ru2 N2 78.82(13) . . ?
O2 Ru2 C34 92.57(17) . . ?
O2 Ru2 C35 124.55(17) . . ?
O2 Ru2 C36 160.43(17) . . ?
O2 Ru2 C37 144.71(17) . . ?
O2 Ru2 C39 108.08(18) . . ?
O2 Ru2 C40 86.20(16) . . ?
N2 Ru2 I2 84.23(10) . . ?
N2 Ru2 C34 110.14(19) . . ?
N2 Ru2 C35 94.92(17) . . ?
N2 Ru2 C36 106.56(17) . . ?
N2 Ru2 C37 135.98(17) . . ?
N2 Ru2 C39 172.90(17) . . ?
N2 Ru2 C40 143.9(2) . . ?
C34 Ru2 I2 165.27(17) . . ?
C34 Ru2 C36 67.87(19) . . ?
C34 Ru2 C37 81.17(19) . . ?
C35 Ru2 I2 147.80(14) . . ?
C35 Ru2 C34 37.85(19) . . ?
C35 Ru2 C36 37.45(18) . . ?
C35 Ru2 C37 67.67(19) . . ?
C35 Ru2 C39 79.9(2) . . ?
C36 Ru2 I2 112.07(14) . . ?
C36 Ru2 C37 36.67(18) . . ?
C37 Ru2 I2 90.71(13) . . ?
C39 Ru2 I2 97.60(16) . . ?
C39 Ru2 C34 68.5(2) . . ?
C39 Ru2 C36 66.38(19) . . ?
C39 Ru2 C37 37.44(19) . . ?
C40 Ru2 I2 127.87(18) . . ?
C40 Ru2 C34 37.5(2) . . ?
C40 Ru2 C35 67.1(2) . . ?
C40 Ru2 C36 78.59(19) . . ?
C40 Ru2 C37 67.7(2) . . ?
C40 Ru2 C39 37.8(2) . . ?
C9 O1 Ru1 114.2(3) . . ?
C30 O2 Ru2 114.4(3) . . ?
C2 N1 Ru1 130.3(3) . . ?
C2 N1 C10 117.8(4) . . ?
C10 N1 Ru1 111.8(3) . . ?
C27 N2 Ru2 129.8(3) . . ?
C27 N2 C29 118.6(4) . . ?
C29 N2 Ru2 111.6(3) . . ?
N1 C2 C1 119.9(4) . . ?
N1 C2 C3 121.1(4) . . ?
C3 C2 C1 118.9(4) . . ?
C4 C3 C2 122.2(4) . . ?
C3 C4 C5 118.4(5) . . ?
C6 C5 C4 124.6(5) . . ?
C6 C5 C10 117.9(4) . . ?
C10 C5 C4 117.5(4) . . ?
C5 C6 Br2 119.5(4) . . ?
C7 C6 Br2 119.7(4) . . ?
C7 C6 C5 120.8(5) . . ?
C6 C7 C8 120.1(5) . . ?
C7 C8 Br1 118.4(3) . . ?
C9 C8 Br1 118.6(4) . . ?
C9 C8 C7 122.9(4) . . ?
O1 C9 C8 124.2(4) . . ?
O1 C9 C10 120.0(4) . . ?
C8 C9 C10 115.8(4) . . ?
N1 C10 C5 122.9(4) . . ?
N1 C10 C9 114.8(4) . . ?
C5 C10 C9 122.3(4) . . ?
C13 C12 Ru1 68.9(3) . . ?
C20 C12 Ru1 72.2(3) . . ?
C20 C12 C13 121.1(4) . . ?
C12 C13 Ru1 73.5(3) . . ?
C12 C13 C14 121.8(4) . . ?
C14 C13 Ru1 71.7(3) . . ?
C13 C14 Ru1 70.1(3) . . ?
C13 C14 C15 123.6(5) . . ?
C13 C14 C18 115.4(5) . . ?
C15 C14 Ru1 126.8(4) . . ?
C18 C14 Ru1 70.2(3) . . ?
C18 C14 C15 120.9(5) . . ?
C16 C15 C14 113.6(5) . . ?
C16 C15 C17 112.1(7) . . ?
C17 C15 C14 109.7(6) . . ?
C14 C18 Ru1 71.3(3) . . ?
C19 C18 Ru1 72.9(3) . . ?
C19 C18 C14 122.9(5) . . ?
C18 C19 Ru1 70.5(3) . . ?
C18 C19 C20 120.9(5) . . ?
C20 C19 Ru1 72.5(3) . . ?
C11 C20 Ru1 129.2(4) . . ?
C12 C20 Ru1 71.3(3) . . ?
C12 C20 C11 120.8(5) . . ?
C12 C20 C19 117.7(5) . . ?
C19 C20 Ru1 69.9(3) . . ?
C19 C20 C11 121.5(4) . . ?
C22 C21 Br3 119.7(4) . . ?
C30 C21 Br3 118.9(4) . . ?
C30 C21 C22 121.3(5) . . ?
C23 C22 C21 120.6(5) . . ?
C22 C23 Br4 118.7(4) . . ?
C22 C23 C24 121.3(5) . . ?
C24 C23 Br4 120.0(4) . . ?
C23 C24 C29 117.5(5) . . ?
C25 C24 C23 125.6(5) . . ?
C25 C24 C29 116.8(4) . . ?
C26 C25 C24 120.3(5) . . ?
C25 C26 C27 120.5(5) . . ?
N2 C27 C26 121.1(4) . . ?
N2 C27 C28 120.5(4) . . ?
C26 C27 C28 118.4(5) . . ?
N2 C29 C24 122.7(5) . . ?
N2 C29 C30 115.6(4) . . ?
C30 C29 C24 121.7(4) . . ?
O2 C30 C21 123.0(5) . . ?
O2 C30 C29 119.5(4) . . ?
C21 C30 C29 117.5(4) . . ?
C31 C32 C33 111.5(8) . . ?
C31 C32 C34 112.8(6) . . ?
C33 C32 C34 109.7(6) . . ?
C32 C34 Ru2 128.3(4) . . ?
C35 C34 Ru2 70.3(3) . . ?
C35 C34 C32 123.6(6) . . ?
C40 C34 Ru2 70.0(3) . . ?
C40 C34 C32 119.8(6) . . ?
C40 C34 C35 116.5(5) . . ?
C34 C35 Ru2 71.9(3) . . ?
C36 C35 Ru2 72.8(3) . . ?
C36 C35 C34 121.1(5) . . ?
C35 C36 Ru2 69.8(3) . . ?
C37 C36 Ru2 72.9(3) . . ?
C37 C36 C35 122.2(5) . . ?
C36 C37 Ru2 70.5(3) . . ?
C36 C37 C38 121.0(5) . . ?
C36 C37 C39 117.1(5) . . ?
C38 C37 Ru2 130.1(3) . . ?
C39 C37 Ru2 69.3(3) . . ?
C39 C37 C38 121.8(5) . . ?
C37 C39 Ru2 73.2(3) . . ?
C40 C39 Ru2 69.9(3) . . ?
C40 C39 C37 120.1(5) . . ?
C34 C40 Ru2 72.5(3) . . ?
C34 C40 C39 123.0(5) . . ?
C39 C40 Ru2 72.3(3) . . ?

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.689
_oxdiff_exptl_absorpt_empirical_full_min 0.715
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2014-3
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2018
_database_code_depnum_ccdc_archive 'CCDC 1895286'
loop_
_audit_author_name
_audit_author_address
MClClQ-RuI
;Yulin Normal University
China
;
_audit_update_record             
;
2019-02-03 deposited with the CCDC.	2019-03-26 downloaded from the CCDC.
;
_audit_creation_date             2018-10-09
_audit_creation_method           
;
  Olex2 1.2-ac2
  (compiled 2012.03.06 svn.r2239, GUI svn.r4109)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C20 H20 Cl2 I N O Ru'
_chemical_formula_sum            'C20 H20 Cl2 I N O Ru'
_chemical_formula_weight         589.24
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 O1 N1 Ru1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.9010(5)
_cell_length_b                   14.1378(5)
_cell_length_c                   14.1674(8)
_cell_angle_alpha                87.431(4)
_cell_angle_beta                 73.597(5)
_cell_angle_gamma                86.195(3)
_cell_volume                     2089.16(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3479
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.5280
_cell_measurement_theta_min      3.7570
_exptl_absorpt_coefficient_mu    2.493
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88608
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.873
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_av_unetI/netI     0.0732
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14252
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         3.291
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0233
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9979
_diffrn_measured_fraction_theta_max 0.8504
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     20.00  61.00   1.00   12.50    --   18.63 -99.00 -30.00   41
  2  ω    -89.00  11.00   1.00   12.50    --  -18.94 -77.00  60.00  100
  3  ω    -30.00   0.00   1.00   12.50    --  -18.94 -57.00-180.00   30
  4  ω    -46.00  45.00   1.00   12.50    --  -18.94  77.00-180.00   91
  5  ω    -86.00  11.00   1.00   12.50    --  -18.94 -19.00-120.00   97
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0357442000
_diffrn_orient_matrix_UB_12      0.0074499000
_diffrn_orient_matrix_UB_13      0.0495908000
_diffrn_orient_matrix_UB_21      0.0549737000
_diffrn_orient_matrix_UB_22      0.0165191000
_diffrn_orient_matrix_UB_23      0.0099868000
_diffrn_orient_matrix_UB_31      -0.0177595000
_diffrn_orient_matrix_UB_32      0.0469225000
_diffrn_orient_matrix_UB_33      -0.0129148000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           n/a
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_source_voltage           n/a
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5807
_reflns_number_total             8526
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    ?
_refine_diff_density_max         0.740
_refine_diff_density_min         -0.599
_refine_diff_density_rms         0.113
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     477
_refine_ls_number_reflns         8526
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0759
_refine_ls_R_factor_gt           0.0423
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0197P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0669
_refine_ls_wR_factor_ref         0.0800
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.39659(4) 0.79620(3) -0.09265(3) 0.05380(12) Uani 1 1 d . . . . .
I2 I 1.14211(3) 0.71006(3) 0.50390(3) 0.05168(12) Uani 1 1 d . . . . .
Ru1 Ru 0.39966(4) 0.83289(3) 0.09412(3) 0.03545(12) Uani 1 1 d . . . . .
Ru2 Ru 0.88584(4) 0.68311(3) 0.57105(3) 0.03698(12) Uani 1 1 d . . . . .
Cl1 Cl 0.87920(13) 0.80274(11) -0.04630(13) 0.0624(4) Uani 1 1 d . . . . .
Cl2 Cl 0.81543(17) 0.43441(11) 0.05268(16) 0.0874(7) Uani 1 1 d . . . . .
Cl3 Cl 0.87278(17) 0.66053(12) 0.22192(13) 0.0749(5) Uani 1 1 d . . . . .
Cl4 Cl 0.81682(16) 1.03959(12) 0.23263(14) 0.0793(6) Uani 1 1 d . . . . .
O1 O 0.5964(3) 0.8213(2) 0.0387(3) 0.0460(10) Uani 1 1 d . . . . .
O2 O 0.8894(3) 0.6726(2) 0.4255(3) 0.0471(10) Uani 1 1 d . . . . .
N1 N 0.4373(4) 0.6829(3) 0.1069(3) 0.0380(11) Uani 1 1 d . . . . .
N2 N 0.8661(4) 0.8297(3) 0.5299(3) 0.0366(11) Uani 1 1 d . . . . .
C1 C 0.6479(4) 0.7394(3) 0.0361(4) 0.0322(12) Uani 1 1 d . . . . .
C2 C 0.7753(5) 0.7134(4) 0.0011(4) 0.0451(14) Uani 1 1 d . . . . .
C3 C 0.8295(5) 0.6195(4) 0.0050(4) 0.0503(16) Uani 1 1 d . . . . .
H3 H 0.9174 0.6066 -0.0184 0.060 Uiso 1 1 calc R U . . .
C4 C 0.7499(6) 0.5491(4) 0.0438(5) 0.0533(17) Uani 1 1 d . . . . .
C5 C 0.6173(5) 0.5645(4) 0.0784(4) 0.0437(14) Uani 1 1 d . . . . .
C6 C 0.5671(5) 0.6600(3) 0.0750(4) 0.0394(13) Uani 1 1 d . . . . .
C7 C 0.3556(5) 0.6155(4) 0.1394(4) 0.0457(15) Uani 1 1 d . . . . .
C8 C 0.2157(5) 0.6373(4) 0.1716(5) 0.0633(19) Uani 1 1 d . . . . .
H8A H 0.1909 0.6572 0.2386 0.095 Uiso 1 1 calc R U . . .
H8B H 0.1720 0.5817 0.1669 0.095 Uiso 1 1 calc R U . . .
H8C H 0.1934 0.6873 0.1302 0.095 Uiso 1 1 calc R U . . .
C9 C 0.4020(6) 0.5201(4) 0.1417(4) 0.0564(17) Uani 1 1 d . . . . .
H9 H 0.3435 0.4733 0.1635 0.068 Uiso 1 1 calc R U . . .
C10 C 0.5280(6) 0.4942(4) 0.1134(5) 0.0557(17) Uani 1 1 d . . . . .
H10 H 0.5558 0.4309 0.1169 0.067 Uiso 1 1 calc R U . . .
C11 C 0.5153(7) 0.7818(6) 0.3241(6) 0.112(3) Uani 1 1 d . . . . .
H11A H 0.5895 0.7732 0.3480 0.167 Uiso 1 1 calc R U . . .
H11B H 0.5214 0.7370 0.2738 0.167 Uiso 1 1 calc R U . . .
H11C H 0.4397 0.7720 0.3773 0.167 Uiso 1 1 calc R U . . .
C12 C 0.5077(5) 0.8825(6) 0.2813(5) 0.077(2) Uani 1 1 d . . . . .
H12 H 0.5901 0.8912 0.2322 0.092 Uiso 1 1 calc R U . . .
C13 C 0.4932(7) 0.9580(8) 0.3572(7) 0.158(5) Uani 1 1 d . . . . .
H13A H 0.4225 0.9448 0.4134 0.238 Uiso 1 1 calc R U . . .
H13B H 0.4777 1.0190 0.3290 0.238 Uiso 1 1 calc R U . . .
H13C H 0.5704 0.9578 0.3772 0.238 Uiso 1 1 calc R U . . .
C14 C 0.4071(5) 0.8997(4) 0.2284(4) 0.0472(15) Uani 1 1 d . . . . .
C15 C 0.4222(5) 0.9676(4) 0.1503(5) 0.0510(16) Uani 1 1 d . . . . .
H15 H 0.4937 1.0039 0.1353 0.061 Uiso 1 1 calc R U . . .
C16 C 0.3362(5) 0.9831(3) 0.0950(4) 0.0492(16) Uani 1 1 d . . . . .
H16 H 0.3514 1.0287 0.0443 0.059 Uiso 1 1 calc R U . . .
C17 C 0.2244(5) 0.9300(4) 0.1149(4) 0.0437(14) Uani 1 1 d . . . . .
C18 C 0.1316(5) 0.9433(4) 0.0549(4) 0.0639(19) Uani 1 1 d . . . . .
H18A H 0.1753 0.9650 -0.0104 0.096 Uiso 1 1 calc R U . . .
H18B H 0.0648 0.9895 0.0848 0.096 Uiso 1 1 calc R U . . .
H18C H 0.0948 0.8841 0.0516 0.096 Uiso 1 1 calc R U . . .
C19 C 0.2047(5) 0.8634(3) 0.1934(4) 0.0414(14) Uani 1 1 d . . . . .
H19 H 0.1309 0.8296 0.2103 0.050 Uiso 1 1 calc R U . . .
C20 C 0.2962(5) 0.8471(4) 0.2471(4) 0.0480(15) Uani 1 1 d . . . . .
H20 H 0.2829 0.8001 0.2965 0.058 Uiso 1 1 calc R U . . .
C21 C 0.4851(8) 0.5681(7) 0.6279(7) 0.174(5) Uani 1 1 d . . . . .
H21A H 0.4426 0.5847 0.6946 0.260 Uiso 1 1 calc R U . . .
H21B H 0.5273 0.5062 0.6272 0.260 Uiso 1 1 calc R U . . .
H21C H 0.4232 0.5678 0.5913 0.260 Uiso 1 1 calc R U . . .
C22 C 0.5830(7) 0.6399(6) 0.5816(6) 0.085(2) Uani 1 1 d . . . . .
H22 H 0.6159 0.6275 0.5111 0.102 Uiso 1 1 calc R U . . .
C23 C 0.5208(7) 0.7409(6) 0.5930(6) 0.122(4) Uani 1 1 d . . . . .
H23A H 0.4583 0.7482 0.5567 0.183 Uiso 1 1 calc R U . . .
H23B H 0.5854 0.7858 0.5681 0.183 Uiso 1 1 calc R U . . .
H23C H 0.4797 0.7520 0.6613 0.183 Uiso 1 1 calc R U . . .
C24 C 0.6931(6) 0.6274(4) 0.6266(5) 0.0542(16) Uani 1 1 d . . . . .
C25 C 0.7897(6) 0.5528(4) 0.5944(4) 0.0581(17) Uani 1 1 d . . . . .
H25 H 0.7809 0.5120 0.5473 0.070 Uiso 1 1 calc R U . . .
C26 C 0.8958(6) 0.5385(4) 0.6302(5) 0.0554(17) Uani 1 1 d . . . . .
H26 H 0.9548 0.4882 0.6079 0.066 Uiso 1 1 calc R U . . .
C27 C 0.9153(5) 0.5998(4) 0.7002(4) 0.0498(16) Uani 1 1 d . . . . .
C28 C 1.0288(6) 0.5867(4) 0.7402(5) 0.077(2) Uani 1 1 d . . . . .
H28A H 1.1008 0.5602 0.6907 0.115 Uiso 1 1 calc R U . . .
H28B H 1.0092 0.5445 0.7968 0.115 Uiso 1 1 calc R U . . .
H28C H 1.0491 0.6469 0.7587 0.115 Uiso 1 1 calc R U . . .
C29 C 0.8215(5) 0.6729(4) 0.7336(4) 0.0481(15) Uani 1 1 d . . . . .
H29 H 0.8291 0.7123 0.7821 0.058 Uiso 1 1 calc R U . . .
C30 C 0.7166(5) 0.6875(4) 0.6950(4) 0.0493(16) Uani 1 1 d . . . . .
H30 H 0.6598 0.7394 0.7157 0.059 Uiso 1 1 calc R U . . .
C31 C 0.8718(5) 0.8979(4) 0.6830(4) 0.0543(16) Uani 1 1 d . . . . .
H31A H 0.7921 0.8788 0.7267 0.081 Uiso 1 1 calc R U . . .
H31B H 0.8910 0.9583 0.7022 0.081 Uiso 1 1 calc R U . . .
H31C H 0.9390 0.8516 0.6864 0.081 Uiso 1 1 calc R U . . .
C32 C 0.8612(4) 0.9059(4) 0.5810(4) 0.0387(13) Uani 1 1 d . . . . .
C33 C 0.8460(5) 0.9971(4) 0.5394(5) 0.0497(16) Uani 1 1 d . . . . .
H33 H 0.8432 1.0503 0.5765 0.060 Uiso 1 1 calc R U . . .
C34 C 0.8354(5) 1.0085(4) 0.4468(5) 0.0510(17) Uani 1 1 d . . . . .
H34 H 0.8222 1.0691 0.4218 0.061 Uiso 1 1 calc R U . . .
C35 C 0.8443(5) 0.9298(4) 0.3881(4) 0.0435(15) Uani 1 1 d . . . . .
C36 C 0.8402(5) 0.9310(4) 0.2901(5) 0.0512(17) Uani 1 1 d . . . . .
C37 C 0.8490(5) 0.8504(5) 0.2406(5) 0.0566(18) Uani 1 1 d . . . . .
H37 H 0.8437 0.8533 0.1761 0.068 Uiso 1 1 calc R U . . .
C38 C 0.8660(5) 0.7623(4) 0.2860(4) 0.0463(15) Uani 1 1 d . . . . .
C39 C 0.8744(4) 0.7539(4) 0.3815(4) 0.0396(13) Uani 1 1 d . . . . .
C40 C 0.8616(4) 0.8392(4) 0.4333(4) 0.0384(13) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Ru1 2.7290(6) . ?
I2 Ru2 2.7317(6) . ?
Ru1 O1 2.063(3) . ?
Ru1 N1 2.142(4) . ?
Ru1 C14 2.185(6) . ?
Ru1 C15 2.152(6) . ?
Ru1 C16 2.189(5) . ?
Ru1 C17 2.234(5) . ?
Ru1 C19 2.219(5) . ?
Ru1 C20 2.154(5) . ?
Ru2 O2 2.063(4) . ?
Ru2 N2 2.142(4) . ?
Ru2 C24 2.210(6) . ?
Ru2 C25 2.147(5) . ?
Ru2 C26 2.182(5) . ?
Ru2 C27 2.220(5) . ?
Ru2 C29 2.210(5) . ?
Ru2 C30 2.158(5) . ?
Cl1 C2 1.736(5) . ?
Cl2 C4 1.741(5) . ?
Cl3 C38 1.721(6) . ?
Cl4 C36 1.743(5) . ?
O1 C1 1.251(5) . ?
O2 C39 1.306(5) . ?
N1 C6 1.379(6) . ?
N1 C7 1.325(6) . ?
N2 C32 1.314(6) . ?
N2 C40 1.384(6) . ?
C1 C2 1.368(6) . ?
C1 C6 1.463(6) . ?
C2 C3 1.422(7) . ?
C3 C4 1.357(7) . ?
C4 C5 1.395(7) . ?
C5 C6 1.427(6) . ?
C5 C10 1.411(7) . ?
C7 C8 1.479(7) . ?
C7 C9 1.411(7) . ?
C9 C10 1.348(7) . ?
C11 C12 1.528(9) . ?
C12 C13 1.518(10) . ?
C12 C14 1.495(7) . ?
C14 C15 1.413(7) . ?
C14 C20 1.416(7) . ?
C15 C16 1.382(7) . ?
C16 C17 1.428(7) . ?
C17 C18 1.493(7) . ?
C17 C19 1.402(7) . ?
C19 C20 1.418(7) . ?
C21 C22 1.513(9) . ?
C22 C23 1.535(10) . ?
C22 C24 1.508(8) . ?
C24 C25 1.434(8) . ?
C24 C30 1.402(8) . ?
C25 C26 1.389(8) . ?
C26 C27 1.414(8) . ?
C27 C28 1.497(7) . ?
C27 C29 1.402(7) . ?
C29 C30 1.400(7) . ?
C31 C32 1.481(7) . ?
C32 C33 1.413(6) . ?
C33 C34 1.350(8) . ?
C34 C35 1.402(8) . ?
C35 C36 1.401(8) . ?
C35 C40 1.431(6) . ?
C36 C37 1.349(8) . ?
C37 C38 1.402(7) . ?
C38 C39 1.382(7) . ?
C39 C40 1.417(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ru1 I1 85.32(11) . . ?
O1 Ru1 N1 78.65(14) . . ?
O1 Ru1 C14 93.21(17) . . ?
O1 Ru1 C15 87.24(18) . . ?
O1 Ru1 C16 108.65(17) . . ?
O1 Ru1 C17 145.21(16) . . ?
O1 Ru1 C19 161.85(18) . . ?
O1 Ru1 C20 125.37(18) . . ?
N1 Ru1 I1 84.75(11) . . ?
N1 Ru1 C14 109.44(19) . . ?
N1 Ru1 C15 144.0(2) . . ?
N1 Ru1 C16 172.34(18) . . ?
N1 Ru1 C17 135.53(18) . . ?
N1 Ru1 C19 105.83(17) . . ?
N1 Ru1 C20 94.24(18) . . ?
C14 Ru1 I1 165.20(15) . . ?
C14 Ru1 C16 68.5(2) . . ?
C14 Ru1 C17 81.8(2) . . ?
C14 Ru1 C19 68.66(19) . . ?
C15 Ru1 I1 127.20(16) . . ?
C15 Ru1 C14 38.0(2) . . ?
C15 Ru1 C16 37.12(19) . . ?
C15 Ru1 C17 67.7(2) . . ?
C15 Ru1 C19 79.0(2) . . ?
C15 Ru1 C20 67.4(2) . . ?
C16 Ru1 I1 97.98(16) . . ?
C16 Ru1 C17 37.65(18) . . ?
C16 Ru1 C19 66.51(19) . . ?
C17 Ru1 I1 91.02(15) . . ?
C19 Ru1 I1 112.42(15) . . ?
C19 Ru1 C17 36.71(17) . . ?
C20 Ru1 I1 148.58(15) . . ?
C20 Ru1 C14 38.10(19) . . ?
C20 Ru1 C16 79.7(2) . . ?
C20 Ru1 C17 67.9(2) . . ?
C20 Ru1 C19 37.82(18) . . ?
O2 Ru2 I2 86.75(10) . . ?
O2 Ru2 N2 79.26(15) . . ?
O2 Ru2 C24 93.4(2) . . ?
O2 Ru2 C25 85.60(19) . . ?
O2 Ru2 C26 106.7(2) . . ?
O2 Ru2 C27 143.1(2) . . ?
O2 Ru2 C29 161.11(18) . . ?
O2 Ru2 C30 125.83(19) . . ?
N2 Ru2 I2 83.89(10) . . ?
N2 Ru2 C24 108.81(19) . . ?
N2 Ru2 C25 143.0(2) . . ?
N2 Ru2 C26 173.5(2) . . ?
N2 Ru2 C27 137.0(2) . . ?
N2 Ru2 C29 107.11(19) . . ?
N2 Ru2 C30 94.91(18) . . ?
C24 Ru2 I2 167.12(16) . . ?
C24 Ru2 C27 81.6(2) . . ?
C24 Ru2 C29 67.8(2) . . ?
C25 Ru2 I2 128.93(18) . . ?
C25 Ru2 C24 38.4(2) . . ?
C25 Ru2 C26 37.4(2) . . ?
C25 Ru2 C27 67.8(2) . . ?
C25 Ru2 C29 78.8(2) . . ?
C25 Ru2 C30 67.3(2) . . ?
C26 Ru2 I2 98.82(17) . . ?
C26 Ru2 C24 68.8(2) . . ?
C26 Ru2 C27 37.5(2) . . ?
C26 Ru2 C29 66.4(2) . . ?
C27 Ru2 I2 90.61(15) . . ?
C29 Ru2 I2 111.36(15) . . ?
C29 Ru2 C27 36.90(19) . . ?
C30 Ru2 I2 146.73(17) . . ?
C30 Ru2 C24 37.4(2) . . ?
C30 Ru2 C26 79.6(2) . . ?
C30 Ru2 C27 67.8(2) . . ?
C30 Ru2 C29 37.38(18) . . ?
C1 O1 Ru1 116.3(3) . . ?
C39 O2 Ru2 114.0(4) . . ?
C6 N1 Ru1 110.6(3) . . ?
C7 N1 Ru1 129.2(4) . . ?
C7 N1 C6 120.2(4) . . ?
C32 N2 Ru2 129.8(4) . . ?
C32 N2 C40 119.6(4) . . ?
C40 N2 Ru2 110.5(3) . . ?
O1 C1 C2 127.3(5) . . ?
O1 C1 C6 118.8(4) . . ?
C2 C1 C6 113.9(4) . . ?
C1 C2 Cl1 117.4(4) . . ?
C1 C2 C3 124.8(5) . . ?
C3 C2 Cl1 117.7(4) . . ?
C4 C3 C2 118.5(5) . . ?
C3 C4 Cl2 119.0(5) . . ?
C3 C4 C5 122.9(5) . . ?
C5 C4 Cl2 118.1(5) . . ?
C4 C5 C6 116.8(5) . . ?
C4 C5 C10 126.1(5) . . ?
C10 C5 C6 117.0(5) . . ?
N1 C6 C1 115.6(4) . . ?
N1 C6 C5 121.5(5) . . ?
C5 C6 C1 122.9(5) . . ?
N1 C7 C8 121.6(5) . . ?
N1 C7 C9 119.7(5) . . ?
C9 C7 C8 118.7(5) . . ?
C10 C9 C7 122.4(5) . . ?
C9 C10 C5 119.2(5) . . ?
C13 C12 C11 112.9(7) . . ?
C14 C12 C11 114.2(6) . . ?
C14 C12 C13 110.0(6) . . ?
C12 C14 Ru1 127.1(4) . . ?
C15 C14 Ru1 69.7(4) . . ?
C15 C14 C12 120.7(5) . . ?
C15 C14 C20 115.3(5) . . ?
C20 C14 Ru1 69.7(3) . . ?
C20 C14 C12 123.9(6) . . ?
C14 C15 Ru1 72.3(3) . . ?
C16 C15 Ru1 72.9(3) . . ?
C16 C15 C14 123.4(5) . . ?
C15 C16 Ru1 70.0(3) . . ?
C15 C16 C17 120.8(5) . . ?
C17 C16 Ru1 72.9(3) . . ?
C16 C17 Ru1 69.5(3) . . ?
C16 C17 C18 122.1(5) . . ?
C18 C17 Ru1 130.2(4) . . ?
C19 C17 Ru1 71.1(3) . . ?
C19 C17 C16 117.3(5) . . ?
C19 C17 C18 120.6(5) . . ?
C17 C19 Ru1 72.2(3) . . ?
C17 C19 C20 120.7(5) . . ?
C20 C19 Ru1 68.6(3) . . ?
C14 C20 Ru1 72.2(3) . . ?
C14 C20 C19 122.4(5) . . ?
C19 C20 Ru1 73.6(3) . . ?
C21 C22 C23 110.5(7) . . ?
C24 C22 C21 109.4(6) . . ?
C24 C22 C23 112.0(6) . . ?
C22 C24 Ru2 128.2(4) . . ?
C25 C24 Ru2 68.4(3) . . ?
C25 C24 C22 119.7(7) . . ?
C30 C24 Ru2 69.3(3) . . ?
C30 C24 C22 125.6(6) . . ?
C30 C24 C25 114.6(6) . . ?
C24 C25 Ru2 73.2(3) . . ?
C26 C25 Ru2 72.7(3) . . ?
C26 C25 C24 123.0(6) . . ?
C25 C26 Ru2 69.9(3) . . ?
C25 C26 C27 120.7(6) . . ?
C27 C26 Ru2 72.7(3) . . ?
C26 C27 Ru2 69.8(3) . . ?
C26 C27 C28 122.2(6) . . ?
C28 C27 Ru2 131.4(4) . . ?
C29 C27 Ru2 71.2(3) . . ?
C29 C27 C26 117.3(5) . . ?
C29 C27 C28 120.6(6) . . ?
C27 C29 Ru2 71.9(3) . . ?
C30 C29 Ru2 69.3(3) . . ?
C30 C29 C27 121.2(6) . . ?
C24 C30 Ru2 73.3(3) . . ?
C29 C30 Ru2 73.4(3) . . ?
C29 C30 C24 123.1(6) . . ?
N2 C32 C31 120.8(5) . . ?
N2 C32 C33 120.5(5) . . ?
C33 C32 C31 118.7(5) . . ?
C34 C33 C32 121.2(6) . . ?
C33 C34 C35 120.5(5) . . ?
C34 C35 C40 116.0(5) . . ?
C36 C35 C34 126.8(5) . . ?
C36 C35 C40 117.3(6) . . ?
C35 C36 Cl4 118.9(5) . . ?
C37 C36 Cl4 119.3(5) . . ?
C37 C36 C35 121.8(5) . . ?
C36 C37 C38 120.2(6) . . ?
C37 C38 Cl3 119.1(5) . . ?
C39 C38 Cl3 118.6(4) . . ?
C39 C38 C37 122.3(6) . . ?
O2 C39 C38 123.3(5) . . ?
O2 C39 C40 119.9(5) . . ?
C38 C39 C40 116.7(5) . . ?
N2 C40 C35 122.0(5) . . ?
N2 C40 C39 116.2(4) . . ?
C39 C40 C35 121.7(5) . . ?

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.613
_oxdiff_exptl_absorpt_empirical_full_min 0.774
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2014-3
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_111_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1895282'
loop_
_audit_author_name
_audit_author_address
IIQ-RuCl
;Yulin Normal University
China
;
_audit_update_record             
;
2019-02-03 deposited with the CCDC.	2019-03-26 downloaded from the CCDC.
;
_audit_creation_date             2018-12-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H17 Cl I2 N O Ru'
_chemical_formula_sum            'C19 H17 Cl I2 N O Ru'
_chemical_formula_weight         665.66
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   19.5223(11)
_cell_length_b                   8.1342(5)
_cell_length_c                   25.6620(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4075.1(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9981
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.723
_cell_measurement_theta_min      3.175
_shelx_estimated_absorpt_T_max   0.609
_shelx_estimated_absorpt_T_min   0.427
_exptl_absorpt_coefficient_mu    3.938
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1181 before and 0.0627 after correction.
The Ratio of minimum to maximum transmission is 0.6656.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    2.170
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2504
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1129
_diffrn_reflns_av_unetI/netI     0.0627
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            56830
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.560
_diffrn_reflns_theta_min         3.143
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2493
_reflns_number_total             4706
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.542
_refine_diff_density_min         -0.732
_refine_diff_density_rms         0.111
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         4706
_refine_ls_number_restraints     32
_refine_ls_R_factor_all          0.1460
_refine_ls_R_factor_gt           0.0597
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0342P)²+13.8898P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0979
_refine_ls_wR_factor_ref         0.1194
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C11-C12
 1.4 with sigma of 0.02
 C12-C11 \\sim C11-C10
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C17) \\sim Ueq, Uanis(C18) \\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C14)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C11) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C18(H18), C15(H15), C1(H1), C17(H17), C14(H14), C2(H2), C3(H3)
4.b Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.38818(3) -0.09869(8) 0.55519(2) 0.05119(19) Uani 1 1 d . . . . .
I1 I 0.56443(3) 0.16292(9) 0.68986(3) 0.0893(2) Uani 1 1 d . . . . .
I2 I 0.30648(4) 0.19425(11) 0.81606(3) 0.1145(3) Uani 1 1 d . . . . .
O1 O 0.4550(2) 0.0014(6) 0.60979(19) 0.0589(13) Uani 1 1 d . . . . .
N1 N 0.3245(3) -0.0697(7) 0.6198(2) 0.0510(15) Uani 1 1 d . . . . .
C8 C 0.4240(5) 0.1618(10) 0.7405(3) 0.074(3) Uani 1 1 d . . . . .
H8 H 0.447585 0.215640 0.766905 0.088 Uiso 1 1 calc R . . . .
C18 C 0.4698(4) -0.2199(10) 0.5115(3) 0.061(2) Uani 1 1 d . U . . .
H18 H 0.516444 -0.197637 0.509344 0.073 Uiso 1 1 calc R . . . .
C13 C 0.4448(4) -0.3254(11) 0.5514(3) 0.071(2) Uani 1 1 d . U . . .
C15 C 0.3303(4) -0.2906(11) 0.5163(3) 0.070(2) Uani 1 1 d . . . . .
H15 H 0.283912 -0.315683 0.517967 0.084 Uiso 1 1 calc R . . . .
C1 C 0.2590(3) -0.1103(9) 0.6232(3) 0.058(2) Uani 1 1 d . . . . .
H1 H 0.238130 -0.163779 0.595361 0.070 Uiso 1 1 calc R . . . .
C6 C 0.4257(4) 0.0431(9) 0.6540(3) 0.0544(19) Uani 1 1 d . . . . .
C7 C 0.4587(4) 0.1186(10) 0.6947(3) 0.061(2) Uani 1 1 d . . . . .
C17 C 0.4258(4) -0.1506(10) 0.4761(3) 0.065(2) Uani 1 1 d . U . . .
H17 H 0.443009 -0.080902 0.450572 0.078 Uiso 1 1 calc R . . . .
C5 C 0.3548(4) 0.0066(9) 0.6605(3) 0.0533(19) Uani 1 1 d . . . . .
C14 C 0.3751(4) -0.3601(10) 0.5520(3) 0.070(2) Uani 1 1 d . U . . .
H14 H 0.357950 -0.431923 0.577005 0.085 Uiso 1 1 calc R . . . .
C9 C 0.3555(5) 0.1260(10) 0.7471(3) 0.068(2) Uani 1 1 d . . . . .
C2 C 0.2207(4) -0.0746(10) 0.6676(3) 0.067(2) Uani 1 1 d . . . . .
H2 H 0.174490 -0.102374 0.668741 0.080 Uiso 1 1 calc R . . . .
C4 C 0.3194(4) 0.0459(9) 0.7075(3) 0.057(2) Uani 1 1 d . . . . .
C16 C 0.3540(4) -0.1834(11) 0.4778(3) 0.070(2) Uani 1 1 d . . . . .
C3 C 0.2503(5) 0.0004(10) 0.7090(3) 0.067(2) Uani 1 1 d . . . . .
H3 H 0.224411 0.021770 0.738658 0.080 Uiso 1 1 calc R . . . .
Cl1 Cl 0.35766(9) 0.1843(3) 0.53582(8) 0.0643(5) Uani 1 1 d . . . . .
C19 C 0.3055(5) -0.0982(15) 0.4395(4) 0.110(4) Uani 1 1 d . . . . .
H19A H 0.260059 -0.096391 0.453778 0.165 Uiso 1 1 calc GR . . . .
H19B H 0.305221 -0.157118 0.407077 0.165 Uiso 1 1 calc GR . . . .
H19C H 0.320800 0.012420 0.433602 0.165 Uiso 1 1 calc GR . . . .
C10 C 0.4647(5) -0.4197(12) 0.6442(3) 0.102(3) Uani 1 1 d D . . . .
H10A H 0.446195 -0.317789 0.656790 0.152 Uiso 1 1 calc GR . . . .
H10B H 0.499884 -0.457080 0.667484 0.152 Uiso 1 1 calc GR . . . .
H10C H 0.428871 -0.500499 0.642502 0.152 Uiso 1 1 calc GR . . . .
C11 C 0.4930(6) -0.3957(16) 0.5934(4) 0.120(4) Uani 1 1 d D U . . .
C12 C 0.5555(6) -0.441(2) 0.5761(5) 0.168(7) Uani 1 1 d D . . . .
H12A H 0.553702 -0.458769 0.539088 0.251 Uiso 1 1 calc GR . . . .
H12B H 0.569126 -0.541168 0.593051 0.251 Uiso 1 1 calc GR . . . .
H12C H 0.588077 -0.356218 0.583713 0.251 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 O1 2.080(5) . ?
Ru1 N1 2.086(5) . ?
Ru1 C18 2.184(7) . ?
Ru1 C13 2.153(8) . ?
Ru1 C15 2.170(8) . ?
Ru1 C17 2.198(8) . ?
Ru1 C14 2.144(8) . ?
Ru1 C16 2.207(8) . ?
Ru1 Cl1 2.429(2) . ?
I1 C7 2.100(8) . ?
I2 C9 2.086(8) . ?
O1 C6 1.315(8) . ?
N1 C1 1.324(8) . ?
N1 C5 1.350(9) . ?
C8 H8 0.9300 . ?
C8 C7 1.401(11) . ?
C8 C9 1.378(11) . ?
C18 H18 0.9300 . ?
C18 C13 1.423(10) . ?
C18 C17 1.371(10) . ?
C13 C14 1.391(11) . ?
C13 C11 1.540(13) . ?
C15 H15 0.9300 . ?
C15 C14 1.387(11) . ?
C15 C16 1.396(11) . ?
C1 H1 0.9300 . ?
C1 C2 1.393(10) . ?
C6 C7 1.371(10) . ?
C6 C5 1.426(10) . ?
C17 H17 0.9300 . ?
C17 C16 1.427(10) . ?
C5 C4 1.428(10) . ?
C14 H14 0.9300 . ?
C9 C4 1.398(11) . ?
C2 H2 0.9300 . ?
C2 C3 1.355(11) . ?
C4 C3 1.400(11) . ?
C16 C19 1.530(12) . ?
C3 H3 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C10 C11 1.430(11) . ?
C11 C12 1.351(10) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ru1 N1 78.1(2) . . ?
O1 Ru1 C18 93.7(2) . . ?
O1 Ru1 C13 92.5(3) . . ?
O1 Ru1 C15 156.6(3) . . ?
O1 Ru1 C17 119.2(2) . . ?
O1 Ru1 C14 119.3(3) . . ?
O1 Ru1 C16 156.7(3) . . ?
O1 Ru1 Cl1 85.44(15) . . ?
N1 Ru1 C18 153.4(3) . . ?
N1 Ru1 C13 116.0(3) . . ?
N1 Ru1 C15 97.9(3) . . ?
N1 Ru1 C17 162.6(3) . . ?
N1 Ru1 C14 94.1(3) . . ?
N1 Ru1 C16 124.8(3) . . ?
N1 Ru1 Cl1 84.80(17) . . ?
C18 Ru1 C17 36.5(3) . . ?
C18 Ru1 C16 67.5(3) . . ?
C18 Ru1 Cl1 120.1(2) . . ?
C13 Ru1 C18 38.3(3) . . ?
C13 Ru1 C15 68.3(3) . . ?
C13 Ru1 C17 67.8(3) . . ?
C13 Ru1 C16 81.2(3) . . ?
C13 Ru1 Cl1 158.2(2) . . ?
C15 Ru1 C18 79.5(3) . . ?
C15 Ru1 C17 67.1(3) . . ?
C15 Ru1 C16 37.2(3) . . ?
C15 Ru1 Cl1 117.4(3) . . ?
C17 Ru1 C16 37.8(3) . . ?
C17 Ru1 Cl1 94.3(2) . . ?
C14 Ru1 C18 67.6(3) . . ?
C14 Ru1 C13 37.8(3) . . ?
C14 Ru1 C15 37.5(3) . . ?
C14 Ru1 C17 79.3(3) . . ?
C14 Ru1 C16 67.6(3) . . ?
C14 Ru1 Cl1 154.6(3) . . ?
C16 Ru1 Cl1 92.2(3) . . ?
C6 O1 Ru1 114.2(4) . . ?
C1 N1 Ru1 126.8(5) . . ?
C1 N1 C5 119.2(6) . . ?
C5 N1 Ru1 113.9(5) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
C9 C8 C7 121.3(8) . . ?
Ru1 C18 H18 131.1 . . ?
C13 C18 Ru1 69.7(4) . . ?
C13 C18 H18 119.7 . . ?
C17 C18 Ru1 72.4(4) . . ?
C17 C18 H18 119.7 . . ?
C17 C18 C13 120.6(7) . . ?
C18 C13 Ru1 72.0(5) . . ?
C18 C13 C11 121.2(8) . . ?
C14 C13 Ru1 70.7(5) . . ?
C14 C13 C18 117.8(8) . . ?
C14 C13 C11 121.0(8) . . ?
C11 C13 Ru1 126.9(7) . . ?
Ru1 C15 H15 130.0 . . ?
C14 C15 Ru1 70.2(5) . . ?
C14 C15 H15 119.5 . . ?
C14 C15 C16 121.0(7) . . ?
C16 C15 Ru1 72.8(5) . . ?
C16 C15 H15 119.5 . . ?
N1 C1 H1 119.3 . . ?
N1 C1 C2 121.3(8) . . ?
C2 C1 H1 119.3 . . ?
O1 C6 C7 124.7(7) . . ?
O1 C6 C5 117.9(7) . . ?
C7 C6 C5 117.4(7) . . ?
C8 C7 I1 118.8(6) . . ?
C6 C7 I1 119.5(6) . . ?
C6 C7 C8 121.6(8) . . ?
Ru1 C17 H17 130.9 . . ?
C18 C17 Ru1 71.2(4) . . ?
C18 C17 H17 119.3 . . ?
C18 C17 C16 121.3(8) . . ?
C16 C17 Ru1 71.4(4) . . ?
C16 C17 H17 119.3 . . ?
N1 C5 C6 115.6(7) . . ?
N1 C5 C4 123.0(7) . . ?
C6 C5 C4 121.5(7) . . ?
Ru1 C14 H14 129.7 . . ?
C13 C14 Ru1 71.5(5) . . ?
C13 C14 H14 119.1 . . ?
C15 C14 Ru1 72.3(5) . . ?
C15 C14 C13 121.8(8) . . ?
C15 C14 H14 119.1 . . ?
C8 C9 I2 119.6(7) . . ?
C8 C9 C4 119.8(8) . . ?
C4 C9 I2 120.6(7) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.4(8) . . ?
C3 C2 H2 119.8 . . ?
C9 C4 C5 118.4(7) . . ?
C9 C4 C3 126.1(8) . . ?
C3 C4 C5 115.5(7) . . ?
C15 C16 Ru1 70.0(5) . . ?
C15 C16 C17 117.5(8) . . ?
C15 C16 C19 122.2(8) . . ?
C17 C16 Ru1 70.8(4) . . ?
C17 C16 C19 120.3(8) . . ?
C19 C16 Ru1 128.6(7) . . ?
C2 C3 C4 120.6(8) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
C11 C10 H10C 109.5 . . ?
C10 C11 C13 116.9(8) . . ?
C12 C11 C13 115.0(9) . . ?
C12 C11 C10 127.7(10) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ru1 O1 C6 C7 -176.7(6) . . . . ?
Ru1 O1 C6 C5 3.8(8) . . . . ?
Ru1 N1 C1 C2 -175.6(5) . . . . ?
Ru1 N1 C5 C6 -4.4(8) . . . . ?
Ru1 N1 C5 C4 176.8(5) . . . . ?
Ru1 C18 C13 C14 55.8(7) . . . . ?
Ru1 C18 C13 C11 -122.7(9) . . . . ?
Ru1 C18 C17 C16 -53.0(7) . . . . ?
Ru1 C13 C14 C15 54.2(7) . . . . ?
Ru1 C13 C11 C10 56.5(14) . . . . ?
Ru1 C13 C11 C12 -129.4(12) . . . . ?
Ru1 C15 C14 C13 -53.8(8) . . . . ?
Ru1 C15 C16 C17 54.2(7) . . . . ?
Ru1 C15 C16 C19 -123.7(8) . . . . ?
Ru1 C17 C16 C15 -53.8(7) . . . . ?
Ru1 C17 C16 C19 124.1(8) . . . . ?
I2 C9 C4 C5 178.0(5) . . . . ?
I2 C9 C4 C3 -1.4(11) . . . . ?
O1 C6 C7 I1 -3.4(10) . . . . ?
O1 C6 C7 C8 179.0(7) . . . . ?
O1 C6 C5 N1 0.5(10) . . . . ?
O1 C6 C5 C4 179.2(6) . . . . ?
N1 C1 C2 C3 -1.3(12) . . . . ?
N1 C5 C4 C9 -179.6(7) . . . . ?
N1 C5 C4 C3 -0.1(10) . . . . ?
C8 C9 C4 C5 -1.3(11) . . . . ?
C8 C9 C4 C3 179.3(8) . . . . ?
C18 C13 C14 Ru1 -56.4(7) . . . . ?
C18 C13 C14 C15 -2.2(13) . . . . ?
C18 C13 C11 C10 146.7(10) . . . . ?
C18 C13 C11 C12 -39.2(17) . . . . ?
C18 C17 C16 Ru1 52.9(7) . . . . ?
C18 C17 C16 C15 -0.9(12) . . . . ?
C18 C17 C16 C19 177.1(8) . . . . ?
C13 C18 C17 Ru1 52.3(7) . . . . ?
C13 C18 C17 C16 -0.8(12) . . . . ?
C1 N1 C5 C6 178.8(6) . . . . ?
C1 N1 C5 C4 0.1(10) . . . . ?
C1 C2 C3 C4 1.2(12) . . . . ?
C6 C5 C4 C9 1.7(11) . . . . ?
C6 C5 C4 C3 -178.8(7) . . . . ?
C7 C8 C9 I2 -179.7(6) . . . . ?
C7 C8 C9 C4 -0.4(12) . . . . ?
C7 C6 C5 N1 -179.1(7) . . . . ?
C7 C6 C5 C4 -0.4(10) . . . . ?
C17 C18 C13 Ru1 -53.5(7) . . . . ?
C17 C18 C13 C14 2.3(12) . . . . ?
C17 C18 C13 C11 -176.2(8) . . . . ?
C5 N1 C1 C2 0.6(10) . . . . ?
C5 C6 C7 I1 176.2(5) . . . . ?
C5 C6 C7 C8 -1.4(11) . . . . ?
C5 C4 C3 C2 -0.5(11) . . . . ?
C14 C13 C11 C10 -31.8(15) . . . . ?
C14 C13 C11 C12 142.3(13) . . . . ?
C14 C15 C16 Ru1 -53.2(7) . . . . ?
C14 C15 C16 C17 1.0(12) . . . . ?
C14 C15 C16 C19 -176.9(8) . . . . ?
C9 C8 C7 I1 -175.8(6) . . . . ?
C9 C8 C7 C6 1.8(12) . . . . ?
C9 C4 C3 C2 178.9(8) . . . . ?
C16 C15 C14 Ru1 54.4(7) . . . . ?
C16 C15 C14 C13 0.6(13) . . . . ?
C11 C13 C14 Ru1 122.1(9) . . . . ?
C11 C13 C14 C15 176.3(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20181026_qqp_52ru1
_database_code_depnum_ccdc_archive 'CCDC 1895284'
loop_
_audit_author_name
_audit_author_address
MBrBrQ-RuCl
;Yulin Normal University
China
;
_audit_update_record             
;
2019-02-03 deposited with the CCDC.	2019-03-26 downloaded from the CCDC.
;
_audit_creation_date             2018-10-30
_audit_creation_method           
;
  Olex2 1.2-ac2
  (compiled 2012.03.06 svn.r2239, GUI svn.r4109)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C20 H20 Br2 Cl N O Ru'
_chemical_formula_sum            'C20 H20 Br2 Cl N O Ru'
_chemical_formula_weight         586.71
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.7664(6)
_cell_length_b                   8.2019(3)
_cell_length_c                   16.9558(7)
_cell_angle_alpha                90
_cell_angle_beta                 102.769(4)
_cell_angle_gamma                90
_cell_volume                     2002.77(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3860
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.4550
_cell_measurement_theta_min      3.9590
_exptl_absorpt_coefficient_mu    4.916
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.35676
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.946
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0597
_diffrn_reflns_av_unetI/netI     0.0644
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12450
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         3.316
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9784
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9964
_diffrn_measured_fraction_theta_max 0.8980
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -12.00  88.00   1.00    2.50    --   17.61  77.00 -60.00  100
  2  ω    -50.00  50.00   1.00    2.50    --  -19.96  77.00  30.00  100
  3  ω    -50.00  50.00   1.00    2.50    --  -19.96  77.00 150.00  100
  4  ω    -93.00 -51.00   1.00    2.50    --  -19.96 -19.00  30.00   42
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0077850000
_diffrn_orient_matrix_UB_12      0.0266885000
_diffrn_orient_matrix_UB_13      -0.0377148000
_diffrn_orient_matrix_UB_21      -0.0016930000
_diffrn_orient_matrix_UB_22      0.0822298000
_diffrn_orient_matrix_UB_23      0.0124920000
_diffrn_orient_matrix_UB_31      0.0486467000
_diffrn_orient_matrix_UB_32      -0.0014062000
_diffrn_orient_matrix_UB_33      0.0161188000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           n/a
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_source_voltage           n/a
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3314
_reflns_number_total             4091
_reflns_odcompleteness_completeness 99.64
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.702
_refine_diff_density_min         -1.417
_refine_diff_density_rms         0.165
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         4091
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0573
_refine_ls_R_factor_gt           0.0441
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0429P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0974
_refine_ls_wR_factor_ref         0.1080
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.68284(2) 0.94580(4) 0.07292(2) 0.01976(13) Uani 1 1 d . . . . .
Br1 Br 0.64585(4) 1.12937(8) -0.22056(3) 0.04621(19) Uani 1 1 d . . . . .
Br2 Br 1.00881(4) 1.36730(8) -0.10430(4) 0.0534(2) Uani 1 1 d . . . . .
Cl1 Cl 0.66162(8) 1.22115(15) 0.11584(8) 0.0326(3) Uani 1 1 d . . . . .
O1 O 0.6688(2) 1.0354(4) -0.04250(19) 0.0253(7) Uani 1 1 d . . . . .
N1 N 0.8211(3) 1.0329(4) 0.0761(2) 0.0222(8) Uani 1 1 d . . . . .
C1 C 0.8911(4) 0.9709(7) 0.2170(3) 0.0373(13) Uani 1 1 d . . . . .
H1A H 0.8316 0.9949 0.2282 0.056 Uiso 1 1 calc R U . . .
H1B H 0.9390 1.0194 0.2579 0.056 Uiso 1 1 calc R U . . .
H1C H 0.8999 0.8549 0.2170 0.056 Uiso 1 1 calc R U . . .
C2 C 0.8955(3) 1.0379(6) 0.1370(3) 0.0289(11) Uani 1 1 d . . . . .
C3 C 0.9790(3) 1.1103(6) 0.1268(4) 0.0345(12) Uani 1 1 d . . . . .
H3 H 1.0309 1.1089 0.1694 0.041 Uiso 1 1 calc R U . . .
C4 C 0.9850(3) 1.1812(6) 0.0567(3) 0.0338(12) Uani 1 1 d . . . . .
H4 H 1.0402 1.2307 0.0518 0.041 Uiso 1 1 calc R U . . .
C5 C 0.9080(3) 1.1808(5) -0.0092(3) 0.0238(10) Uani 1 1 d . . . . .
C6 C 0.9050(3) 1.2481(6) -0.0857(3) 0.0322(12) Uani 1 1 d . . . . .
C7 C 0.8287(3) 1.2330(6) -0.1474(3) 0.0317(12) Uani 1 1 d . . . . .
H7 H 0.8295 1.2739 -0.1984 0.038 Uiso 1 1 calc R U . . .
C8 C 0.7496(3) 1.1561(6) -0.1338(3) 0.0279(11) Uani 1 1 d . . . . .
C9 C 0.7442(3) 1.0976(5) -0.0580(3) 0.0221(10) Uani 1 1 d . . . . .
C10 C 0.8261(3) 1.1047(5) 0.0036(3) 0.0228(10) Uani 1 1 d . . . . .
C11 C 0.7502(5) 0.6244(9) -0.0699(5) 0.073(2) Uani 1 1 d . . . . .
H11A H 0.7768 0.5317 -0.0387 0.109 Uiso 1 1 calc R U . . .
H11B H 0.7856 0.7201 -0.0505 0.109 Uiso 1 1 calc R U . . .
H11C H 0.7513 0.6070 -0.1257 0.109 Uiso 1 1 calc R U . . .
C12 C 0.6510(4) 0.6469(7) -0.0619(3) 0.0426(14) Uani 1 1 d . . . . .
H12 H 0.6232 0.7312 -0.1007 0.051 Uiso 1 1 calc R U . . .
C13 C 0.5918(5) 0.4955(8) -0.0817(4) 0.065(2) Uani 1 1 d . . . . .
H13A H 0.5938 0.4582 -0.1349 0.098 Uiso 1 1 calc R U . . .
H13B H 0.5288 0.5204 -0.0796 0.098 Uiso 1 1 calc R U . . .
H13C H 0.6152 0.4116 -0.0430 0.098 Uiso 1 1 calc R U . . .
C14 C 0.6436(3) 0.7055(6) 0.0208(3) 0.0288(11) Uani 1 1 d . . . . .
C15 C 0.7142(3) 0.6891(6) 0.0908(3) 0.0287(11) Uani 1 1 d . . . . .
H15 H 0.7687 0.6347 0.0879 0.034 Uiso 1 1 calc R U . . .
C16 C 0.7040(4) 0.7549(6) 0.1672(3) 0.0311(12) Uani 1 1 d . . . . .
H16 H 0.7504 0.7377 0.2134 0.037 Uiso 1 1 calc R U . . .
C17 C 0.6256(3) 0.8435(6) 0.1726(3) 0.0280(11) Uani 1 1 d . . . . .
C18 C 0.6173(4) 0.9222(7) 0.2504(3) 0.0416(14) Uani 1 1 d . . . . .
H18A H 0.6767 0.9209 0.2876 0.062 Uiso 1 1 calc R U . . .
H18B H 0.5731 0.8634 0.2732 0.062 Uiso 1 1 calc R U . . .
H18C H 0.5969 1.0329 0.2402 0.062 Uiso 1 1 calc R U . . .
C19 C 0.5535(3) 0.8604(5) 0.1016(3) 0.0295(12) Uani 1 1 d . . . . .
H19 H 0.4997 0.9175 0.1040 0.035 Uiso 1 1 calc R U . . .
C20 C 0.5631(3) 0.7917(6) 0.0284(3) 0.0273(11) Uani 1 1 d . . . . .
H20 H 0.5148 0.8032 -0.0169 0.033 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 Cl1 2.4143(12) . ?
Ru1 O1 2.057(3) . ?
Ru1 N1 2.152(4) . ?
Ru1 C14 2.185(5) . ?
Ru1 C15 2.163(5) . ?
Ru1 C16 2.210(5) . ?
Ru1 C17 2.216(4) . ?
Ru1 C19 2.188(5) . ?
Ru1 C20 2.169(4) . ?
Br1 C8 1.887(5) . ?
Br2 C6 1.902(5) . ?
O1 C9 1.304(5) . ?
N1 C2 1.332(6) . ?
N1 C10 1.379(6) . ?
C1 C2 1.479(7) . ?
C2 C3 1.414(7) . ?
C3 C4 1.343(7) . ?
C4 C5 1.408(7) . ?
C5 C6 1.401(7) . ?
C5 C10 1.420(6) . ?
C6 C7 1.364(7) . ?
C7 C8 1.391(6) . ?
C8 C9 1.391(6) . ?
C9 C10 1.413(6) . ?
C11 C12 1.513(8) . ?
C12 C13 1.513(8) . ?
C12 C14 1.509(7) . ?
C14 C15 1.402(7) . ?
C14 C20 1.414(7) . ?
C15 C16 1.443(7) . ?
C16 C17 1.387(7) . ?
C17 C18 1.497(7) . ?
C17 C19 1.427(7) . ?
C19 C20 1.399(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ru1 Cl1 87.72(10) . . ?
O1 Ru1 N1 78.52(13) . . ?
O1 Ru1 C14 88.60(16) . . ?
O1 Ru1 C15 117.02(16) . . ?
O1 Ru1 C16 155.44(16) . . ?
O1 Ru1 C17 152.33(16) . . ?
O1 Ru1 C19 114.58(16) . . ?
O1 Ru1 C20 88.49(16) . . ?
N1 Ru1 Cl1 82.39(10) . . ?
N1 Ru1 C14 118.34(16) . . ?
N1 Ru1 C15 98.45(16) . . ?
N1 Ru1 C16 103.63(17) . . ?
N1 Ru1 C17 128.80(17) . . ?
N1 Ru1 C19 166.09(18) . . ?
N1 Ru1 C20 153.89(17) . . ?
C14 Ru1 Cl1 157.70(13) . . ?
C14 Ru1 C16 68.64(18) . . ?
C14 Ru1 C17 81.66(18) . . ?
C14 Ru1 C19 68.57(18) . . ?
C15 Ru1 Cl1 155.02(14) . . ?
C15 Ru1 C14 37.61(18) . . ?
C15 Ru1 C16 38.50(18) . . ?
C15 Ru1 C17 68.31(18) . . ?
C15 Ru1 C19 80.09(18) . . ?
C15 Ru1 C20 67.32(18) . . ?
C16 Ru1 Cl1 116.84(14) . . ?
C16 Ru1 C17 36.51(18) . . ?
C17 Ru1 Cl1 91.58(13) . . ?
C19 Ru1 Cl1 93.13(13) . . ?
C19 Ru1 C16 66.61(18) . . ?
C19 Ru1 C17 37.81(18) . . ?
C20 Ru1 Cl1 119.99(13) . . ?
C20 Ru1 C14 37.89(17) . . ?
C20 Ru1 C16 79.22(19) . . ?
C20 Ru1 C17 68.01(18) . . ?
C20 Ru1 C19 37.45(18) . . ?
C9 O1 Ru1 114.8(3) . . ?
C2 N1 Ru1 130.2(3) . . ?
C2 N1 C10 118.7(4) . . ?
C10 N1 Ru1 110.9(3) . . ?
N1 C2 C1 120.3(4) . . ?
N1 C2 C3 120.7(5) . . ?
C3 C2 C1 119.0(5) . . ?
C4 C3 C2 121.4(5) . . ?
C3 C4 C5 120.1(5) . . ?
C4 C5 C10 116.4(4) . . ?
C6 C5 C4 126.1(4) . . ?
C6 C5 C10 117.5(4) . . ?
C5 C6 Br2 119.6(4) . . ?
C7 C6 Br2 118.7(4) . . ?
C7 C6 C5 121.7(4) . . ?
C6 C7 C8 119.7(5) . . ?
C7 C8 Br1 119.3(4) . . ?
C9 C8 Br1 118.6(3) . . ?
C9 C8 C7 122.1(5) . . ?
O1 C9 C8 123.1(4) . . ?
O1 C9 C10 119.8(4) . . ?
C8 C9 C10 117.1(4) . . ?
N1 C10 C5 122.6(4) . . ?
N1 C10 C9 115.8(4) . . ?
C9 C10 C5 121.5(4) . . ?
C13 C12 C11 113.8(5) . . ?
C14 C12 C11 113.1(5) . . ?
C14 C12 C13 108.1(5) . . ?
C12 C14 Ru1 126.6(3) . . ?
C15 C14 Ru1 70.3(3) . . ?
C15 C14 C12 124.3(5) . . ?
C15 C14 C20 117.0(5) . . ?
C20 C14 Ru1 70.4(3) . . ?
C20 C14 C12 118.6(5) . . ?
C14 C15 Ru1 72.0(3) . . ?
C14 C15 C16 121.2(4) . . ?
C16 C15 Ru1 72.5(3) . . ?
C15 C16 Ru1 69.0(3) . . ?
C17 C16 Ru1 72.0(3) . . ?
C17 C16 C15 120.7(5) . . ?
C16 C17 Ru1 71.5(3) . . ?
C16 C17 C18 121.1(5) . . ?
C16 C17 C19 118.3(5) . . ?
C18 C17 Ru1 128.9(3) . . ?
C19 C17 Ru1 70.0(3) . . ?
C19 C17 C18 120.7(5) . . ?
C17 C19 Ru1 72.1(3) . . ?
C20 C19 Ru1 70.5(3) . . ?
C20 C19 C17 120.4(4) . . ?
C14 C20 Ru1 71.7(3) . . ?
C19 C20 Ru1 72.0(3) . . ?
C19 C20 C14 122.3(5) . . ?

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.160
_oxdiff_exptl_absorpt_empirical_full_min 0.675
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2014-3
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_111_sq_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1895283'
loop_
_audit_author_name
_audit_author_address
IIQ-RuI
;Yulin Normal University
China
;
_audit_update_record             
;
2019-02-03 deposited with the CCDC.	2019-03-26 downloaded from the CCDC.
;
_audit_creation_date             2018-12-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H18 I3 N O Ru'
_chemical_formula_sum            'C19 H18 I3 N O Ru'
_chemical_formula_weight         758.11
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'x+1/2, -y, -z+1/2'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'-x-1/2, y, z-1/2'
'x, -y-1/2, z-1/2'

_cell_length_a                   21.0592(14)
_cell_length_b                   26.7409(18)
_cell_length_c                   7.9714(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4489.0(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9761
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.390
_cell_measurement_theta_min      3.047
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.832
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1301 before and 0.0669 after correction.
The Ratio of minimum to maximum transmission is 0.6701.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.243
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2800
_exptl_crystal_size_max          0.473
_exptl_crystal_size_mid          0.122
_exptl_crystal_size_min          0.035
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0715
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            66910
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.554
_diffrn_reflns_theta_min         3.000
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3925
_reflns_number_total             5180
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.770
_refine_diff_density_min         -0.881
_refine_diff_density_rms         0.138
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         5180
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0627
_refine_ls_R_factor_gt           0.0383
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0295P)²+19.1187P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0740
_refine_ls_wR_factor_ref         0.0871
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C8(H8), C18(H18), C7(H7), C15(H15), C17(H17), C9(H9), C3(H3)
2.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I3 I 0.59228(2) 0.39190(2) 1.12742(5) 0.03998(12) Uani 1 1 d . . . . .
Ru1 Ru 0.52704(2) 0.40768(2) 0.83600(5) 0.02532(11) Uani 1 1 d . . . . .
I1 I 0.30706(2) 0.40621(2) 1.15199(7) 0.05237(14) Uani 1 1 d . . . . .
I2 I 0.34322(2) 0.18669(2) 1.06290(6) 0.05254(14) Uani 1 1 d . . . . .
N1 N 0.5103(2) 0.33052(16) 0.8428(5) 0.0293(10) Uani 1 1 d . . . . .
C4 C 0.3790(3) 0.25896(19) 1.0266(7) 0.0350(13) Uani 1 1 d . . . . .
C14 C 0.5726(3) 0.4093(2) 0.5934(7) 0.0388(14) Uani 1 1 d . . . . .
H14 H 0.591624 0.383201 0.534833 0.047 Uiso 1 1 calc R . . . .
C5 C 0.4356(3) 0.26734(19) 0.9415(7) 0.0296(12) Uani 1 1 d . . . . .
C13 C 0.6102(3) 0.4384(2) 0.7017(7) 0.0382(14) Uani 1 1 d . . . . .
C8 C 0.5295(3) 0.2441(2) 0.7904(8) 0.0414(15) Uani 1 1 d . . . . .
H8 H 0.555534 0.219596 0.744558 0.050 Uiso 1 1 calc R . . . .
C6 C 0.4562(2) 0.31787(19) 0.9266(7) 0.0264(11) Uani 1 1 d . . . . .
C1 C 0.4218(2) 0.35886(19) 0.9923(7) 0.0268(11) Uani 1 1 d . . . . .
C18 C 0.5789(3) 0.4775(2) 0.7890(7) 0.0352(14) Uani 1 1 d . . . . .
H18 H 0.602060 0.497693 0.861660 0.042 Uiso 1 1 calc R . . . .
C16 C 0.4766(3) 0.4566(2) 0.6584(7) 0.0364(14) Uani 1 1 d . . . . .
C2 C 0.3645(3) 0.34796(19) 1.0688(7) 0.0335(13) Uani 1 1 d . . . . .
C7 C 0.5463(3) 0.2947(2) 0.7778(8) 0.0371(14) Uani 1 1 d . . . . .
H7 H 0.583638 0.303374 0.722626 0.045 Uiso 1 1 calc R . . . .
C15 C 0.5071(3) 0.4181(2) 0.5700(7) 0.0361(14) Uani 1 1 d . . . . .
H15 H 0.484029 0.398301 0.495794 0.043 Uiso 1 1 calc R . . . .
C17 C 0.5141(3) 0.4863(2) 0.7682(7) 0.0367(14) Uani 1 1 d . . . . .
H17 H 0.495001 0.512165 0.827504 0.044 Uiso 1 1 calc R . . . .
C19 C 0.4064(3) 0.4637(3) 0.6474(10) 0.0554(19) Uani 1 1 d . . . . .
H19A H 0.388953 0.440082 0.569291 0.083 Uiso 1 1 calc GR . . . .
H19B H 0.397303 0.497062 0.609950 0.083 Uiso 1 1 calc GR . . . .
H19C H 0.387761 0.458513 0.755956 0.083 Uiso 1 1 calc GR . . . .
C9 C 0.4748(3) 0.2311(2) 0.8698(7) 0.0383(14) Uani 1 1 d . . . . .
H9 H 0.463438 0.197554 0.876522 0.046 Uiso 1 1 calc R . . . .
C3 C 0.3449(3) 0.2977(2) 1.0872(7) 0.0360(13) Uani 1 1 d . . . . .
H3 H 0.307058 0.291092 1.143187 0.043 Uiso 1 1 calc R . . . .
C10 C 0.7035(4) 0.3771(3) 0.7054(15) 0.091(3) Uani 1 1 d . . . . .
H10A H 0.682590 0.356191 0.786358 0.136 Uiso 1 1 calc GR . . . .
H10B H 0.748542 0.375672 0.722737 0.136 Uiso 1 1 calc GR . . . .
H10C H 0.693629 0.365516 0.594403 0.136 Uiso 1 1 calc GR . . . .
O1 O 0.44405(17) 0.40408(12) 0.9745(5) 0.0308(9) Uani 1 1 d . . . . .
C11 C 0.6808(3) 0.4304(3) 0.7255(9) 0.0504(17) Uani 1 1 d . . . . .
H11 H 0.691432 0.441013 0.839809 0.060 Uiso 1 1 calc R . . . .
C12 C 0.7163(3) 0.4651(3) 0.6046(11) 0.067(2) Uani 1 1 d . . . . .
H12A H 0.709068 0.454298 0.491338 0.100 Uiso 1 1 calc GR . . . .
H12B H 0.760934 0.463949 0.628645 0.100 Uiso 1 1 calc GR . . . .
H12C H 0.701086 0.498670 0.618124 0.100 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I3 Ru1 2.7316(6) . ?
Ru1 N1 2.094(4) . ?
Ru1 C14 2.159(6) . ?
Ru1 C13 2.210(6) . ?
Ru1 C18 2.195(5) . ?
Ru1 C16 2.201(5) . ?
Ru1 C15 2.180(5) . ?
Ru1 C17 2.187(5) . ?
Ru1 O1 2.069(4) . ?
I1 C2 2.081(5) . ?
I2 C4 2.094(5) . ?
N1 C6 1.363(7) . ?
N1 C7 1.327(7) . ?
C4 C5 1.389(8) . ?
C4 C3 1.351(8) . ?
C14 C13 1.407(9) . ?
C14 C15 1.412(9) . ?
C5 C6 1.424(7) . ?
C5 C9 1.397(8) . ?
C13 C18 1.418(8) . ?
C13 C11 1.515(9) . ?
C8 C7 1.402(8) . ?
C8 C9 1.358(9) . ?
C6 C1 1.414(7) . ?
C1 C2 1.383(8) . ?
C1 O1 1.304(6) . ?
C18 C17 1.394(9) . ?
C16 C15 1.404(8) . ?
C16 C17 1.421(8) . ?
C16 C19 1.493(8) . ?
C2 C3 1.413(7) . ?
C10 C11 1.512(11) . ?
C11 C12 1.531(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ru1 I3 84.86(12) . . ?
N1 Ru1 C14 96.8(2) . . ?
N1 Ru1 C13 120.8(2) . . ?
N1 Ru1 C18 157.9(2) . . ?
N1 Ru1 C16 121.4(2) . . ?
N1 Ru1 C15 96.81(19) . . ?
N1 Ru1 C17 158.8(2) . . ?
C14 Ru1 I3 122.79(17) . . ?
C14 Ru1 C13 37.5(2) . . ?
C14 Ru1 C18 67.0(2) . . ?
C14 Ru1 C16 68.1(2) . . ?
C14 Ru1 C15 38.0(2) . . ?
C14 Ru1 C17 79.3(2) . . ?
C13 Ru1 I3 94.06(16) . . ?
C18 Ru1 I3 91.50(16) . . ?
C18 Ru1 C13 37.6(2) . . ?
C18 Ru1 C16 68.0(2) . . ?
C16 Ru1 I3 151.81(17) . . ?
C16 Ru1 C13 81.4(2) . . ?
C15 Ru1 I3 160.76(16) . . ?
C15 Ru1 C13 68.6(2) . . ?
C15 Ru1 C18 79.7(2) . . ?
C15 Ru1 C16 37.4(2) . . ?
C15 Ru1 C17 67.2(2) . . ?
C17 Ru1 I3 114.91(16) . . ?
C17 Ru1 C13 67.8(2) . . ?
C17 Ru1 C18 37.1(2) . . ?
C17 Ru1 C16 37.8(2) . . ?
O1 Ru1 I3 87.94(11) . . ?
O1 Ru1 N1 78.35(15) . . ?
O1 Ru1 C14 148.6(2) . . ?
O1 Ru1 C13 160.83(19) . . ?
O1 Ru1 C18 123.41(18) . . ?
O1 Ru1 C16 87.88(19) . . ?
O1 Ru1 C15 111.2(2) . . ?
O1 Ru1 C17 94.09(18) . . ?
C6 N1 Ru1 113.5(3) . . ?
C7 N1 Ru1 127.2(4) . . ?
C7 N1 C6 119.3(5) . . ?
C5 C4 I2 121.7(4) . . ?
C3 C4 I2 117.8(4) . . ?
C3 C4 C5 120.5(5) . . ?
C13 C14 Ru1 73.2(3) . . ?
C13 C14 C15 122.6(6) . . ?
C15 C14 Ru1 71.8(3) . . ?
C4 C5 C6 117.1(5) . . ?
C4 C5 C9 126.6(5) . . ?
C9 C5 C6 116.4(5) . . ?
C14 C13 Ru1 69.3(3) . . ?
C14 C13 C18 116.6(6) . . ?
C14 C13 C11 123.5(6) . . ?
C18 C13 Ru1 70.6(3) . . ?
C18 C13 C11 119.9(6) . . ?
C11 C13 Ru1 131.7(4) . . ?
C9 C8 C7 119.7(6) . . ?
N1 C6 C5 122.1(5) . . ?
N1 C6 C1 114.6(4) . . ?
C1 C6 C5 123.3(5) . . ?
C2 C1 C6 116.5(5) . . ?
O1 C1 C6 119.6(5) . . ?
O1 C1 C2 123.8(5) . . ?
C13 C18 Ru1 71.8(3) . . ?
C17 C18 Ru1 71.1(3) . . ?
C17 C18 C13 121.3(6) . . ?
C15 C16 Ru1 70.5(3) . . ?
C15 C16 C17 117.7(5) . . ?
C15 C16 C19 121.1(6) . . ?
C17 C16 Ru1 70.6(3) . . ?
C17 C16 C19 121.1(6) . . ?
C19 C16 Ru1 126.2(4) . . ?
C1 C2 I1 119.3(4) . . ?
C1 C2 C3 120.1(5) . . ?
C3 C2 I1 120.6(4) . . ?
N1 C7 C8 121.6(6) . . ?
C14 C15 Ru1 70.2(3) . . ?
C16 C15 Ru1 72.2(3) . . ?
C16 C15 C14 120.2(5) . . ?
C18 C17 Ru1 71.8(3) . . ?
C18 C17 C16 121.6(5) . . ?
C16 C17 Ru1 71.7(3) . . ?
C8 C9 C5 121.0(5) . . ?
C4 C3 C2 122.5(5) . . ?
C1 O1 Ru1 113.9(3) . . ?
C13 C11 C12 108.4(6) . . ?
C10 C11 C13 115.4(6) . . ?
C10 C11 C12 110.5(6) . . ?

_platon_squeeze_details          ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.750 0.250 -0.029 198 96 ' '
2 0.250 0.750 -0.041 198 96 ' '

_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_aaa_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1896982'
_audit_update_record             
;
2019-02-13 deposited with the CCDC.	2019-03-26 downloaded from the CCDC.
;
_audit_creation_date             2018-12-10
_audit_creation_method           
;
  Olex2 1.2-ac2
  (compiled 2012.03.06 svn.r2239, GUI svn.r4109)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C19 H20 I N O2 Ru'
_chemical_formula_sum            'C19 H20 I N O2 Ru'
_chemical_formula_weight         522.33
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.3758(3)
_cell_length_b                   14.4693(4)
_cell_length_c                   13.6980(4)
_cell_angle_alpha                90
_cell_angle_beta                 100.3030(10)
_cell_angle_gamma                90
_cell_volume                     1828.32(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9914
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.500
_cell_measurement_theta_min      3.023
_exptl_absorpt_coefficient_mu    2.557
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5348
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
? was used for absorption correction.
R(int) was 0.1075 before and 0.0540 after correction.
The Ratio of minimum to maximum transmission is 0.7173.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.898
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rod
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.425
_exptl_crystal_size_mid          0.172
_exptl_crystal_size_min          0.067
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            28457
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.507
_diffrn_reflns_theta_min         3.023
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71076
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3526
_reflns_number_total             4205
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         1.010
_refine_diff_density_min         -0.569
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         4205
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0256
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0179P)²+2.3927P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0512
_refine_ls_wR_factor_ref         0.0543
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.79897(2) 0.11441(2) 0.71943(2) 0.03430(7) Uani 1 1 d . . . . .
Ru1 Ru 0.65989(2) 0.26932(2) 0.63538(2) 0.02247(6) Uani 1 1 d . . . . .
O1 O 0.5441(2) 0.18059(14) 0.52993(13) 0.0291(5) Uani 1 1 d . . . . .
O2 O 0.5622(2) 0.30121(16) 0.85065(14) 0.0357(5) Uani 1 1 d . . . . .
H2 H 0.5454 0.3045 0.9073 0.054 Uiso 1 1 calc R U . . .
N1 N 0.4887(2) 0.22541(16) 0.70696(15) 0.0230(5) Uani 1 1 d . . . . .
C1 C 0.4659(3) 0.2469(2) 0.79706(19) 0.0263(6) Uani 1 1 d . . . . .
C2 C 0.3425(3) 0.2122(2) 0.8327(2) 0.0337(7) Uani 1 1 d . . . . .
H2A H 0.3271 0.2291 0.8955 0.040 Uiso 1 1 calc R U . . .
C3 C 0.2482(3) 0.1554(2) 0.7766(2) 0.0355(7) Uani 1 1 d . . . . .
H3 H 0.1668 0.1345 0.8001 0.043 Uiso 1 1 calc R U . . .
C4 C 0.2724(3) 0.1270(2) 0.6815(2) 0.0274(6) Uani 1 1 d . . . . .
C5 C 0.1840(3) 0.0642(2) 0.6193(2) 0.0344(7) Uani 1 1 d . . . . .
H5 H 0.1012 0.0400 0.6382 0.041 Uiso 1 1 calc R U . . .
C6 C 0.2210(4) 0.0392(2) 0.5307(2) 0.0370(7) Uani 1 1 d . . . . .
H6 H 0.1637 -0.0035 0.4906 0.044 Uiso 1 1 calc R U . . .
C7 C 0.3424(3) 0.0761(2) 0.4991(2) 0.0333(7) Uani 1 1 d . . . . .
H7 H 0.3653 0.0576 0.4387 0.040 Uiso 1 1 calc R U . . .
C8 C 0.4290(3) 0.1398(2) 0.55686(19) 0.0258(6) Uani 1 1 d . . . . .
C9 C 0.3947(3) 0.16468(19) 0.65031(19) 0.0228(6) Uani 1 1 d . . . . .
C10 C 0.4784(4) 0.4592(3) 0.6818(3) 0.0496(9) Uani 1 1 d . . . . .
H10A H 0.3919 0.4392 0.6384 0.074 Uiso 1 1 calc R U . . .
H10B H 0.4856 0.5253 0.6791 0.074 Uiso 1 1 calc R U . . .
H10C H 0.4746 0.4404 0.7485 0.074 Uiso 1 1 calc R U . . .
C11 C 0.7340(4) 0.3932(2) 0.7196(2) 0.0361(7) Uani 1 1 d . . . . .
H11 H 0.7373 0.4067 0.7864 0.043 Uiso 1 1 calc R U . . .
C12 C 0.6087(4) 0.4162(2) 0.6494(2) 0.0353(7) Uani 1 1 d . . . . .
C13 C 0.6073(3) 0.3948(2) 0.5488(2) 0.0326(7) Uani 1 1 d . . . . .
H13 H 0.5261 0.4088 0.5015 0.039 Uiso 1 1 calc R U . . .
C14 C 0.7292(3) 0.3519(2) 0.5192(2) 0.0312(7) Uani 1 1 d . . . . .
H14 H 0.7260 0.3383 0.4525 0.037 Uiso 1 1 calc R U . . .
C15 C 0.8542(3) 0.3298(2) 0.5879(2) 0.0304(7) Uani 1 1 d . . . . .
C16 C 0.8526(3) 0.3504(2) 0.6895(2) 0.0332(7) Uani 1 1 d . . . . .
H16 H 0.9328 0.3349 0.7371 0.040 Uiso 1 1 calc R U . . .
C17 C 0.9854(4) 0.2849(3) 0.5589(2) 0.0422(8) Uani 1 1 d . . . . .
H17 H 1.0293 0.2450 0.6140 0.051 Uiso 1 1 calc R U . . .
C18 C 1.0953(5) 0.3593(4) 0.5470(5) 0.0966(19) Uani 1 1 d . . . . .
H18A H 1.0551 0.3999 0.4937 0.145 Uiso 1 1 calc R U . . .
H18B H 1.1817 0.3310 0.5324 0.145 Uiso 1 1 calc R U . . .
H18C H 1.1187 0.3941 0.6074 0.145 Uiso 1 1 calc R U . . .
C19 C 0.9518(5) 0.2252(3) 0.4669(3) 0.0580(11) Uani 1 1 d . . . . .
H19A H 0.8786 0.1809 0.4749 0.087 Uiso 1 1 calc R U . . .
H19B H 1.0381 0.1935 0.4572 0.087 Uiso 1 1 calc R U . . .
H19C H 0.9175 0.2635 0.4103 0.087 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Ru1 2.7410(3) . ?
Ru1 O1 2.0861(19) . ?
Ru1 N1 2.123(2) . ?
Ru1 C11 2.177(3) . ?
Ru1 C12 2.195(3) . ?
Ru1 C13 2.176(3) . ?
Ru1 C14 2.181(3) . ?
Ru1 C15 2.220(3) . ?
Ru1 C16 2.171(3) . ?
O1 C8 1.338(3) . ?
O2 C1 1.317(3) . ?
N1 C1 1.327(3) . ?
N1 C9 1.380(3) . ?
C1 C2 1.425(4) . ?
C2 C3 1.343(4) . ?
C3 C4 1.423(4) . ?
C4 C5 1.409(4) . ?
C4 C9 1.403(4) . ?
C5 C6 1.369(4) . ?
C6 C7 1.395(4) . ?
C7 C8 1.380(4) . ?
C8 C9 1.421(4) . ?
C10 C12 1.506(4) . ?
C11 C12 1.418(5) . ?
C11 C16 1.398(5) . ?
C12 C13 1.410(4) . ?
C13 C14 1.422(4) . ?
C14 C15 1.402(4) . ?
C15 C16 1.426(4) . ?
C15 C17 1.506(4) . ?
C17 C18 1.519(6) . ?
C17 C19 1.513(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ru1 I1 86.39(6) . . ?
O1 Ru1 N1 78.04(8) . . ?
O1 Ru1 C11 161.95(11) . . ?
O1 Ru1 C12 124.18(11) . . ?
O1 Ru1 C13 95.58(10) . . ?
O1 Ru1 C14 91.03(10) . . ?
O1 Ru1 C15 113.09(9) . . ?
O1 Ru1 C16 150.15(10) . . ?
N1 Ru1 I1 84.47(6) . . ?
N1 Ru1 C11 101.40(10) . . ?
N1 Ru1 C12 93.09(10) . . ?
N1 Ru1 C13 112.65(10) . . ?
N1 Ru1 C14 148.21(10) . . ?
N1 Ru1 C15 168.85(10) . . ?
N1 Ru1 C16 131.01(10) . . ?
C11 Ru1 I1 111.59(9) . . ?
C11 Ru1 C12 37.85(12) . . ?
C11 Ru1 C14 80.04(11) . . ?
C11 Ru1 C15 68.30(11) . . ?
C12 Ru1 I1 148.22(9) . . ?
C12 Ru1 C15 81.25(11) . . ?
C13 Ru1 I1 162.83(8) . . ?
C13 Ru1 C11 67.76(12) . . ?
C13 Ru1 C12 37.64(11) . . ?
C13 Ru1 C14 38.09(11) . . ?
C13 Ru1 C15 68.24(11) . . ?
C14 Ru1 I1 124.99(8) . . ?
C14 Ru1 C12 68.39(11) . . ?
C14 Ru1 C15 37.15(11) . . ?
C15 Ru1 I1 95.26(8) . . ?
C16 Ru1 I1 89.67(9) . . ?
C16 Ru1 C11 37.52(12) . . ?
C16 Ru1 C12 68.19(13) . . ?
C16 Ru1 C13 80.13(12) . . ?
C16 Ru1 C14 67.32(11) . . ?
C16 Ru1 C15 37.88(11) . . ?
C8 O1 Ru1 115.20(16) . . ?
C1 N1 Ru1 128.34(19) . . ?
C1 N1 C9 118.7(2) . . ?
C9 N1 Ru1 112.96(16) . . ?
O2 C1 N1 116.8(2) . . ?
O2 C1 C2 122.5(2) . . ?
N1 C1 C2 120.7(3) . . ?
C3 C2 C1 120.8(3) . . ?
C2 C3 C4 120.2(3) . . ?
C5 C4 C3 124.5(3) . . ?
C9 C4 C3 116.1(3) . . ?
C9 C4 C5 119.4(3) . . ?
C6 C5 C4 119.5(3) . . ?
C5 C6 C7 121.6(3) . . ?
C8 C7 C6 120.5(3) . . ?
O1 C8 C7 123.9(2) . . ?
O1 C8 C9 117.4(2) . . ?
C7 C8 C9 118.7(3) . . ?
N1 C9 C4 123.4(2) . . ?
N1 C9 C8 116.3(2) . . ?
C4 C9 C8 120.3(3) . . ?
C12 C11 Ru1 71.76(18) . . ?
C16 C11 Ru1 70.97(17) . . ?
C16 C11 C12 120.7(3) . . ?
C10 C12 Ru1 128.8(2) . . ?
C11 C12 Ru1 70.39(18) . . ?
C11 C12 C10 121.0(3) . . ?
C13 C12 Ru1 70.42(17) . . ?
C13 C12 C10 120.8(3) . . ?
C13 C12 C11 118.2(3) . . ?
C12 C13 Ru1 71.94(18) . . ?
C12 C13 C14 120.6(3) . . ?
C14 C13 Ru1 71.15(17) . . ?
C13 C14 Ru1 70.76(16) . . ?
C15 C14 Ru1 72.96(16) . . ?
C15 C14 C13 121.7(3) . . ?
C14 C15 Ru1 69.90(16) . . ?
C14 C15 C16 117.0(3) . . ?
C14 C15 C17 123.1(3) . . ?
C16 C15 Ru1 69.17(16) . . ?
C16 C15 C17 119.9(3) . . ?
C17 C15 Ru1 131.2(2) . . ?
C11 C16 Ru1 71.51(18) . . ?
C11 C16 C15 121.9(3) . . ?
C15 C16 Ru1 72.96(17) . . ?
C15 C17 C18 109.0(3) . . ?
C15 C17 C19 114.0(3) . . ?
C19 C17 C18 111.0(3) . . ?

_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2014-3
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_aaa_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1895288'
loop_
_audit_author_name
_audit_author_address
QL-RuCl
;Yulin Normal University
China
;
_audit_update_record             
;
2019-02-03 deposited with the CCDC.	2019-03-26 downloaded from the CCDC.
;
_audit_creation_date             2018-10-09
_audit_creation_method           
;
  Olex2 1.2-ac2
  (compiled 2012.03.06 svn.r2239, GUI svn.r4109)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C19 H17 Cl2 N O3 Ru'
_chemical_formula_sum            'C19 H17 Cl2 N O3 Ru'
_chemical_formula_weight         479.31
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 O1 N1 Ru1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 1 2/c 1'
_space_group_name_Hall           '-P 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'

_cell_length_a                   16.2187(6)
_cell_length_b                   5.9701(2)
_cell_length_c                   22.2623(12)
_cell_angle_alpha                90
_cell_angle_beta                 121.786(3)
_cell_angle_gamma                90
_cell_volume                     1832.30(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2383
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.4950
_cell_measurement_theta_min      3.5800
_exptl_absorpt_coefficient_mu    1.166
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70500
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.737
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             960
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0662
_diffrn_reflns_av_unetI/netI     0.0781
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            12936
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         3.412
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0233
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9969
_diffrn_measured_fraction_theta_max 0.7427
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -48.00  48.00   1.00   17.50    --   18.47 -77.00 150.00   96
  2  ω     -7.00  38.00   1.00   17.50    --   18.47 -57.00  30.00   45
  3  ω    -21.00  12.00   1.00   17.50    --  -18.78 -80.00  45.00   33
  4  ω    -72.00  -3.00   1.00   17.50    --  -18.78 -57.00-120.00   69
  5  ω    -44.00  51.00   1.00   17.50    --  -18.78  77.00   0.00   95
  6  ω    -52.00  -9.00   1.00   17.50    --  -18.78 -57.00-180.00   43
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0368814000
_diffrn_orient_matrix_UB_12      -0.0431792000
_diffrn_orient_matrix_UB_13      -0.0089867000
_diffrn_orient_matrix_UB_21      0.0076688000
_diffrn_orient_matrix_UB_22      -0.0691305000
_diffrn_orient_matrix_UB_23      0.0304630000
_diffrn_orient_matrix_UB_31      -0.0245607000
_diffrn_orient_matrix_UB_32      -0.0864388000
_diffrn_orient_matrix_UB_33      -0.0198841000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           n/a
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_source_voltage           n/a
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2741
_reflns_number_total             3755
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    ?
_refine_diff_density_max         1.101
_refine_diff_density_min         -0.780
_refine_diff_density_rms         0.127
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         3755
_refine_ls_number_restraints     763
_refine_ls_R_factor_all          0.0847
_refine_ls_R_factor_gt           0.0578
_refine_ls_restrained_S_all      1.086
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0428P)²+5.2759P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1244
_refine_ls_wR_factor_ref         0.1383
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.26148(4) 0.79000(8) 0.49596(3) 0.02911(18) Uani 1 1 d . U . . .
Cl1 Cl 0.40982(13) 1.0016(3) 0.55742(9) 0.0414(4) Uani 1 1 d . U . . .
Cl2 Cl 0.13707(14) 1.3547(3) 0.29726(10) 0.0508(5) Uani 1 1 d . U . . .
O1 O 0.2154(3) 1.0298(7) 0.4158(2) 0.0356(10) Uani 1 1 d . U . . .
O2 O 0.2267(5) 1.2253(10) 0.2159(3) 0.0710(17) Uani 1 1 d . U . . .
O3 O 0.3386(5) 0.8582(11) 0.2388(3) 0.084(2) Uani 1 1 d . U . . .
N14 N 0.3184(4) 0.6711(8) 0.4369(3) 0.0308(11) Uani 1 1 d . U . . .
C1 C 0.2407(5) 0.9992(10) 0.3708(3) 0.0306(13) Uani 1 1 d . U . . .
C2 C 0.2128(5) 1.1308(11) 0.3129(3) 0.0350(14) Uani 1 1 d . U . . .
C3 C 0.2469(5) 1.1001(13) 0.2655(4) 0.0457(17) Uani 1 1 d . U . . .
C4 C 0.3113(6) 0.8951(13) 0.2788(4) 0.0464(16) Uani 1 1 d . U . . .
C5 C 0.3374(5) 0.7490(11) 0.3394(4) 0.0373(15) Uani 1 1 d . U . . .
C6 C 0.3933(5) 0.5575(12) 0.3539(4) 0.0431(16) Uani 1 1 d . U . . .
H6 H 0.4188 0.5196 0.3264 0.052 Uiso 1 1 calc R U . . .
C7 C 0.4099(5) 0.4255(12) 0.4096(4) 0.0415(16) Uani 1 1 d . U . . .
H7 H 0.4463 0.2951 0.4198 0.050 Uiso 1 1 calc R U . . .
C8 C 0.3726(5) 0.4860(11) 0.4506(4) 0.0393(15) Uani 1 1 d . U . . .
H8 H 0.3853 0.3961 0.4886 0.047 Uiso 1 1 calc R U . . .
C9 C 0.3014(5) 0.8001(10) 0.3819(3) 0.0310(13) Uani 1 1 d . U . . .
C10 C 0.3824(7) 0.6285(18) 0.6654(5) 0.088(3) Uani 1 1 d . U . . .
H10A H 0.4210 0.5107 0.6632 0.132 Uiso 1 1 calc R U . . .
H10B H 0.3695 0.5959 0.7019 0.132 Uiso 1 1 calc R U . . .
H10C H 0.4168 0.7678 0.6756 0.132 Uiso 1 1 calc R U . . .
C11 C 0.2573(6) 0.4800(12) 0.5443(4) 0.0486(17) Uani 1 1 d . U . . .
H11 H 0.2945 0.3514 0.5537 0.058 Uiso 1 1 calc R U . . .
C12 C 0.2888(6) 0.6459(14) 0.5961(4) 0.0504(18) Uani 1 1 d . U . . .
C13 C 0.2307(5) 0.8402(12) 0.5791(4) 0.0452(16) Uani 1 1 d . U . . .
H13 H 0.2498 0.9551 0.6121 0.054 Uiso 1 1 calc R U . . .
C14 C 0.1460(5) 0.8609(12) 0.5141(4) 0.0463(16) Uani 1 1 d . U . . .
H14 H 0.1093 0.9908 0.5040 0.056 Uiso 1 1 calc R U . . .
C15 C 0.1134(6) 0.6924(14) 0.4628(4) 0.0495(17) Uani 1 1 d . U . . .
C16 C 0.1716(6) 0.5023(13) 0.4790(4) 0.0505(17) Uani 1 1 d . U . . .
H16 H 0.1529 0.3889 0.4456 0.061 Uiso 1 1 calc R U . . .
C17 C 0.0205(7) 0.6862(18) 0.3923(5) 0.082(3) Uani 1 1 d D U . . .
H17 H 0.0286 0.5651 0.3661 0.099 Uiso 1 1 calc R U . . .
C18 C -0.0632(7) 0.617(2) 0.3988(6) 0.105(4) Uani 1 1 d . U . . .
H18A H -0.0483 0.4768 0.4238 0.157 Uiso 1 1 calc R U . . .
H18B H -0.1200 0.5993 0.3526 0.157 Uiso 1 1 calc R U . . .
H18C H -0.0748 0.7290 0.4244 0.157 Uiso 1 1 calc R U . . .
C19 C -0.0059(9) 0.874(2) 0.3485(8) 0.148(5) Uani 1 1 d D U . . .
H19A H -0.0745 0.8703 0.3146 0.222 Uiso 1 1 calc R U . . .
H19B H 0.0285 0.8732 0.3242 0.222 Uiso 1 1 calc R U . . .
H19C H 0.0100 1.0075 0.3765 0.222 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 Cl1 2.4059(18) . ?
Ru1 O1 2.095(4) . ?
Ru1 N14 2.089(5) . ?
Ru1 C11 2.160(7) . ?
Ru1 C12 2.205(7) . ?
Ru1 C13 2.177(7) . ?
Ru1 C14 2.156(7) . ?
Ru1 C15 2.187(7) . ?
Ru1 C16 2.153(7) . ?
Cl2 C2 1.723(7) . ?
O1 C1 1.280(7) . ?
O2 C3 1.225(8) . ?
O3 C4 1.207(8) . ?
N14 C8 1.343(8) . ?
N14 C9 1.346(8) . ?
C1 C2 1.366(8) . ?
C1 C9 1.479(9) . ?
C2 C3 1.438(9) . ?
C3 C4 1.533(10) . ?
C4 C5 1.469(9) . ?
C5 C6 1.387(9) . ?
C5 C9 1.382(9) . ?
C6 C7 1.371(9) . ?
C7 C8 1.382(9) . ?
C10 C12 1.493(11) . ?
C11 C12 1.396(11) . ?
C11 C16 1.391(11) . ?
C12 C13 1.415(10) . ?
C13 C14 1.379(10) . ?
C14 C15 1.400(11) . ?
C15 C16 1.397(11) . ?
C15 C17 1.497(12) . ?
C17 C18 1.498(12) . ?
C17 C19 1.397(12) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ru1 Cl1 85.79(13) . . ?
O1 Ru1 C11 156.8(3) . . ?
O1 Ru1 C12 156.8(2) . . ?
O1 Ru1 C13 119.5(2) . . ?
O1 Ru1 C14 94.0(2) . . ?
O1 Ru1 C15 93.4(2) . . ?
O1 Ru1 C16 119.4(3) . . ?
N14 Ru1 Cl1 83.99(15) . . ?
N14 Ru1 O1 76.88(18) . . ?
N14 Ru1 C11 99.4(2) . . ?
N14 Ru1 C12 125.7(3) . . ?
N14 Ru1 C13 163.2(2) . . ?
N14 Ru1 C14 154.2(3) . . ?
N14 Ru1 C15 117.9(3) . . ?
N14 Ru1 C16 95.8(2) . . ?
C11 Ru1 Cl1 116.8(2) . . ?
C11 Ru1 C12 37.3(3) . . ?
C11 Ru1 C13 67.2(3) . . ?
C11 Ru1 C15 67.9(3) . . ?
C12 Ru1 Cl1 91.2(2) . . ?
C13 Ru1 Cl1 93.0(2) . . ?
C13 Ru1 C12 37.7(3) . . ?
C13 Ru1 C15 67.7(3) . . ?
C14 Ru1 Cl1 119.8(2) . . ?
C14 Ru1 C11 79.4(3) . . ?
C14 Ru1 C12 67.6(3) . . ?
C14 Ru1 C13 37.1(3) . . ?
C14 Ru1 C15 37.6(3) . . ?
C15 Ru1 Cl1 157.4(2) . . ?
C15 Ru1 C12 80.7(3) . . ?
C16 Ru1 Cl1 154.2(2) . . ?
C16 Ru1 C11 37.6(3) . . ?
C16 Ru1 C12 67.9(3) . . ?
C16 Ru1 C13 79.8(3) . . ?
C16 Ru1 C14 67.4(3) . . ?
C16 Ru1 C15 37.5(3) . . ?
C1 O1 Ru1 116.9(4) . . ?
C8 N14 Ru1 126.1(4) . . ?
C8 N14 C9 118.3(5) . . ?
C9 N14 Ru1 115.6(4) . . ?
O1 C1 C2 124.9(6) . . ?
O1 C1 C9 116.3(5) . . ?
C2 C1 C9 118.7(6) . . ?
C1 C2 Cl2 118.9(5) . . ?
C1 C2 C3 123.7(6) . . ?
C3 C2 Cl2 117.3(5) . . ?
O2 C3 C2 124.0(7) . . ?
O2 C3 C4 119.6(7) . . ?
C2 C3 C4 116.4(6) . . ?
O3 C4 C3 118.7(7) . . ?
O3 C4 C5 122.0(7) . . ?
C5 C4 C3 119.3(6) . . ?
C6 C5 C4 122.7(6) . . ?
C9 C5 C4 118.4(6) . . ?
C9 C5 C6 118.9(6) . . ?
C7 C6 C5 118.5(6) . . ?
C6 C7 C8 120.0(7) . . ?
N14 C8 C7 121.8(6) . . ?
N14 C9 C1 114.3(5) . . ?
N14 C9 C5 122.5(6) . . ?
C5 C9 C1 123.2(6) . . ?
C12 C11 Ru1 73.1(4) . . ?
C16 C11 Ru1 70.9(4) . . ?
C16 C11 C12 121.7(7) . . ?
C10 C12 Ru1 128.7(6) . . ?
C11 C12 Ru1 69.6(4) . . ?
C11 C12 C10 122.4(8) . . ?
C11 C12 C13 117.3(7) . . ?
C13 C12 Ru1 70.1(4) . . ?
C13 C12 C10 120.3(8) . . ?
C12 C13 Ru1 72.3(4) . . ?
C14 C13 Ru1 70.6(4) . . ?
C14 C13 C12 120.6(7) . . ?
C13 C14 Ru1 72.3(4) . . ?
C13 C14 C15 122.1(7) . . ?
C15 C14 Ru1 72.4(4) . . ?
C14 C15 Ru1 70.0(4) . . ?
C14 C15 C17 127.7(8) . . ?
C16 C15 Ru1 69.9(4) . . ?
C16 C15 C14 117.4(7) . . ?
C16 C15 C17 114.9(8) . . ?
C17 C15 Ru1 132.9(6) . . ?
C11 C16 Ru1 71.4(4) . . ?
C11 C16 C15 121.0(7) . . ?
C15 C16 Ru1 72.5(4) . . ?
C15 C17 C18 111.6(8) . . ?
C19 C17 C15 118.8(9) . . ?
C19 C17 C18 109.3(10) . . ?

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.334
_oxdiff_exptl_absorpt_empirical_full_min 0.674
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2014-3
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_51ru12018.9.13
_database_code_depnum_ccdc_archive 'CCDC 1895412'
_audit_update_record             
;
2019-02-04 deposited with the CCDC.	2019-03-26 downloaded from the CCDC.
;
_audit_creation_date             2018-10-09
_audit_creation_method           
;
  Olex2 1.2-ac2
  (compiled 2012.03.06 svn.r2239, GUI svn.r4109)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C20 H20 Cl3 N O Ru'
_chemical_formula_sum            'C20 H20 Cl3 N O Ru'
_chemical_formula_weight         497.79
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 O1 N1 Ru1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.5834(3)
_cell_length_b                   8.19777(16)
_cell_length_c                   16.7486(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.210(2)
_cell_angle_gamma                90
_cell_volume                     1957.03(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6105
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.5870
_cell_measurement_theta_min      3.7800
_exptl_absorpt_coefficient_mu    1.220
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84543
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1000
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            14458
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         3.243
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0233
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9970
_diffrn_measured_fraction_theta_max 0.8997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     58.00  87.00   1.00    5.50    --   18.47  57.00-180.00   29
  2  ω    -20.00  59.00   1.00    5.50    --   18.47 -99.00 -90.00   79
  3  ω    -80.00  -4.00   1.00    5.50    --  -18.78 -57.00 120.00   76
  4  ω    -89.00  11.00   1.00    5.50    --  -18.78 -77.00  30.00  100
  5  ω    -88.00  -5.00   1.00    5.50    --  -18.78 -57.00 -90.00   83
  6  ω     17.00  49.00   1.00    5.50    --  -18.78  57.00  60.00   32
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0256919000
_diffrn_orient_matrix_UB_12      -0.0393729000
_diffrn_orient_matrix_UB_13      0.0259864000
_diffrn_orient_matrix_UB_21      0.0425583000
_diffrn_orient_matrix_UB_22      -0.0198270000
_diffrn_orient_matrix_UB_23      0.0274949000
_diffrn_orient_matrix_UB_31      -0.0022240000
_diffrn_orient_matrix_UB_32      0.0744958000
_diffrn_orient_matrix_UB_33      0.0210850000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           n/a
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_source_voltage           n/a
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3457
_reflns_number_total             3995
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.766
_refine_diff_density_min         -0.426
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         3995
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0339
_refine_ls_R_factor_gt           0.0270
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0244P)²+1.4850P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0607
_refine_ls_wR_factor_ref         0.0649
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.18346(2) 0.94600(2) 0.07163(2) 0.02581(7) Uani 1 1 d . . . . .
Cl1 Cl 0.14963(6) 1.14140(12) -0.21775(5) 0.0571(2) Uani 1 1 d . . . . .
Cl2 Cl 0.50100(6) 1.36481(12) -0.11025(7) 0.0705(3) Uani 1 1 d . . . . .
Cl3 Cl 0.16205(5) 1.22237(8) 0.11489(4) 0.03849(16) Uani 1 1 d . . . . .
O1 O 0.16788(12) 1.0351(2) -0.04582(11) 0.0336(4) Uani 1 1 d . . . . .
N1 N 0.32265(14) 1.0352(2) 0.07209(13) 0.0292(5) Uani 1 1 d . . . . .
C1 C 0.24316(18) 1.1004(3) -0.06249(16) 0.0305(6) Uani 1 1 d . . . . .
C2 C 0.24761(19) 1.1617(3) -0.13876(17) 0.0380(6) Uani 1 1 d . . . . .
C3 C 0.3270(2) 1.2411(4) -0.1538(2) 0.0460(7) Uani 1 1 d . . . . .
H3 H 0.3268 1.2839 -0.2052 0.055 Uiso 1 1 calc R U . . .
C4 C 0.4047(2) 1.2556(4) -0.0925(2) 0.0441(7) Uani 1 1 d . . . . .
C5 C 0.40817(18) 1.1876(3) -0.01492(19) 0.0365(6) Uani 1 1 d . . . . .
C6 C 0.48659(19) 1.1891(4) 0.0508(2) 0.0449(8) Uani 1 1 d . . . . .
H6 H 0.5420 1.2393 0.0450 0.054 Uiso 1 1 calc R U . . .
C7 C 0.48116(19) 1.1179(4) 0.1220(2) 0.0428(7) Uani 1 1 d . . . . .
H7 H 0.5333 1.1193 0.1650 0.051 Uiso 1 1 calc R U . . .
C8 C 0.39781(18) 1.0406(3) 0.13296(18) 0.0351(6) Uani 1 1 d . . . . .
C9 C 0.3947(2) 0.9698(4) 0.21416(18) 0.0491(8) Uani 1 1 d . . . . .
H9A H 0.3351 0.9935 0.2272 0.074 Uiso 1 1 calc R U . . .
H9B H 0.4439 1.0164 0.2550 0.074 Uiso 1 1 calc R U . . .
H9C H 0.4031 0.8538 0.2126 0.074 Uiso 1 1 calc R U . . .
C10 C 0.32694(17) 1.1084(3) -0.00095(17) 0.0303(6) Uani 1 1 d . . . . .
C11 C 0.2559(3) 0.6261(5) -0.0713(3) 0.0797(13) Uani 1 1 d . . . . .
H11A H 0.2861 0.5405 -0.0362 0.120 Uiso 1 1 calc R U . . .
H11B H 0.2884 0.7270 -0.0564 0.120 Uiso 1 1 calc R U . . .
H11C H 0.2571 0.6004 -0.1270 0.120 Uiso 1 1 calc R U . . .
C12 C 0.1552(2) 0.6425(4) -0.0622(2) 0.0583(9) Uani 1 1 d . . . . .
H12 H 0.1274 0.7275 -0.1010 0.070 Uiso 1 1 calc R U . . .
C13 C 0.0948(3) 0.4951(5) -0.0843(3) 0.0830(13) Uani 1 1 d . . . . .
H13A H 0.0955 0.4630 -0.1392 0.124 Uiso 1 1 calc R U . . .
H13B H 0.0317 0.5201 -0.0801 0.124 Uiso 1 1 calc R U . . .
H13C H 0.1185 0.4075 -0.0476 0.124 Uiso 1 1 calc R U . . .
C14 C 0.14658(19) 0.7036(3) 0.02079(17) 0.0354(6) Uani 1 1 d . . . . .
C15 C 0.06332(18) 0.7893(3) 0.02763(17) 0.0360(6) Uani 1 1 d . . . . .
H15 H 0.0148 0.7985 -0.0181 0.043 Uiso 1 1 calc R U . . .
C16 C 0.05273(18) 0.8594(3) 0.10060(18) 0.0365(6) Uani 1 1 d . . . . .
H16 H -0.0018 0.9169 0.1022 0.044 Uiso 1 1 calc R U . . .
C17 C 0.12368(19) 0.8449(3) 0.17281(17) 0.0355(6) Uani 1 1 d . . . . .
C18 C 0.1139(3) 0.9257(4) 0.2506(2) 0.0540(9) Uani 1 1 d . . . . .
H18A H 0.1736 0.9268 0.2881 0.081 Uiso 1 1 calc R U . . .
H18B H 0.0694 0.8665 0.2743 0.081 Uiso 1 1 calc R U . . .
H18C H 0.0923 1.0357 0.2394 0.081 Uiso 1 1 calc R U . . .
C19 C 0.20452(18) 0.7572(3) 0.16780(17) 0.0345(6) Uani 1 1 d . . . . .
H19 H 0.2511 0.7426 0.2146 0.041 Uiso 1 1 calc R U . . .
C20 C 0.21679(19) 0.6904(3) 0.09288(18) 0.0362(6) Uani 1 1 d . . . . .
H20 H 0.2724 0.6364 0.0911 0.043 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 Cl3 2.4189(7) . ?
Ru1 O1 2.0652(18) . ?
Ru1 N1 2.156(2) . ?
Ru1 C14 2.184(3) . ?
Ru1 C15 2.172(2) . ?
Ru1 C16 2.183(3) . ?
Ru1 C17 2.223(3) . ?
Ru1 C19 2.208(3) . ?
Ru1 C20 2.164(3) . ?
Cl1 C2 1.738(3) . ?
Cl2 C4 1.743(3) . ?
O1 C1 1.304(3) . ?
N1 C8 1.331(3) . ?
N1 C10 1.376(3) . ?
C1 C2 1.387(4) . ?
C1 C10 1.424(4) . ?
C2 C3 1.396(4) . ?
C3 C4 1.364(4) . ?
C4 C5 1.406(4) . ?
C5 C6 1.410(4) . ?
C5 C10 1.413(4) . ?
C6 C7 1.345(4) . ?
C7 C8 1.416(4) . ?
C8 C9 1.488(4) . ?
C11 C12 1.514(5) . ?
C12 C13 1.495(5) . ?
C12 C14 1.508(4) . ?
C14 C15 1.428(4) . ?
C14 C20 1.412(4) . ?
C15 C16 1.388(4) . ?
C16 C17 1.421(4) . ?
C17 C18 1.496(4) . ?
C17 C19 1.398(4) . ?
C19 C20 1.415(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ru1 Cl3 87.65(5) . . ?
O1 Ru1 N1 78.31(7) . . ?
O1 Ru1 C14 88.96(9) . . ?
O1 Ru1 C15 88.14(9) . . ?
O1 Ru1 C16 113.66(9) . . ?
O1 Ru1 C17 151.15(9) . . ?
O1 Ru1 C19 155.93(9) . . ?
O1 Ru1 C20 118.34(9) . . ?
N1 Ru1 Cl3 82.09(6) . . ?
N1 Ru1 C14 117.64(9) . . ?
N1 Ru1 C15 153.27(10) . . ?
N1 Ru1 C16 167.25(10) . . ?
N1 Ru1 C17 130.11(9) . . ?
N1 Ru1 C19 104.45(9) . . ?
N1 Ru1 C20 98.58(9) . . ?
C14 Ru1 Cl3 158.80(7) . . ?
C14 Ru1 C17 81.61(10) . . ?
C14 Ru1 C19 68.37(10) . . ?
C15 Ru1 Cl3 120.64(8) . . ?
C15 Ru1 C14 38.28(10) . . ?
C15 Ru1 C16 37.18(10) . . ?
C15 Ru1 C17 67.66(10) . . ?
C15 Ru1 C19 79.09(10) . . ?
C16 Ru1 Cl3 93.66(8) . . ?
C16 Ru1 C14 68.66(10) . . ?
C16 Ru1 C17 37.61(10) . . ?
C16 Ru1 C19 66.62(10) . . ?
C17 Ru1 Cl3 91.41(7) . . ?
C19 Ru1 Cl3 116.41(8) . . ?
C19 Ru1 C17 36.78(10) . . ?
C20 Ru1 Cl3 153.72(8) . . ?
C20 Ru1 C14 37.91(10) . . ?
C20 Ru1 C15 67.67(10) . . ?
C20 Ru1 C16 79.92(10) . . ?
C20 Ru1 C17 67.93(10) . . ?
C20 Ru1 C19 37.76(10) . . ?
C1 O1 Ru1 114.91(16) . . ?
C8 N1 Ru1 129.54(19) . . ?
C8 N1 C10 118.8(2) . . ?
C10 N1 Ru1 111.39(16) . . ?
O1 C1 C2 123.5(2) . . ?
O1 C1 C10 119.8(2) . . ?
C2 C1 C10 116.7(2) . . ?
C1 C2 Cl1 118.4(2) . . ?
C1 C2 C3 122.5(3) . . ?
C3 C2 Cl1 119.2(2) . . ?
C4 C3 C2 119.6(3) . . ?
C3 C4 Cl2 119.2(2) . . ?
C3 C4 C5 121.5(3) . . ?
C5 C4 Cl2 119.3(2) . . ?
C4 C5 C6 125.7(3) . . ?
C4 C5 C10 117.9(3) . . ?
C6 C5 C10 116.4(3) . . ?
C7 C6 C5 119.9(3) . . ?
C6 C7 C8 121.5(3) . . ?
N1 C8 C7 120.4(3) . . ?
N1 C8 C9 120.5(2) . . ?
C7 C8 C9 119.1(3) . . ?
N1 C10 C1 115.5(2) . . ?
N1 C10 C5 123.0(2) . . ?
C5 C10 C1 121.5(3) . . ?
C13 C12 C11 115.9(3) . . ?
C13 C12 C14 109.7(3) . . ?
C14 C12 C11 113.2(3) . . ?
C12 C14 Ru1 126.9(2) . . ?
C15 C14 Ru1 70.39(15) . . ?
C15 C14 C12 118.4(3) . . ?
C20 C14 Ru1 70.27(15) . . ?
C20 C14 C12 125.2(3) . . ?
C20 C14 C15 116.4(3) . . ?
C14 C15 Ru1 71.32(14) . . ?
C16 C15 Ru1 71.85(15) . . ?
C16 C15 C14 121.9(2) . . ?
C15 C16 Ru1 70.97(15) . . ?
C15 C16 C17 121.2(3) . . ?
C17 C16 Ru1 72.75(15) . . ?
C16 C17 Ru1 69.65(15) . . ?
C16 C17 C18 121.2(3) . . ?
C18 C17 Ru1 128.6(2) . . ?
C19 C17 Ru1 71.00(15) . . ?
C19 C17 C16 117.6(3) . . ?
C19 C17 C18 121.2(3) . . ?
C17 C19 Ru1 72.22(15) . . ?
C17 C19 C20 121.2(2) . . ?
C20 C19 Ru1 69.44(15) . . ?
C14 C20 Ru1 71.82(15) . . ?
C14 C20 C19 121.6(2) . . ?
C19 C20 Ru1 72.81(15) . . ?

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.470
_oxdiff_exptl_absorpt_empirical_full_min 0.777
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2014-3
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_aaa_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 1895411'
_audit_update_record             
;
2019-02-04 deposited with the CCDC.	2019-03-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H18 Br2 I N O Ru'
_chemical_formula_weight         664.13

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.6379(5)
_cell_length_b                   14.7384(6)
_cell_length_c                   13.1395(5)
_cell_angle_alpha                90
_cell_angle_beta                 101.9650(10)
_cell_angle_gamma                90
_cell_volume                     2015.33(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    30119
_cell_measurement_theta_min      3.089
_cell_measurement_theta_max      27.540

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.189
_exptl_crystal_F_000             1256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    6.282
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  bluk
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30119
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.089
_diffrn_reflns_theta_max         27.540
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4627
_reflns_number_gt                3732
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0247P)²+2.6287P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4627
_refine_ls_number_parameters     229
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0288
_refine_ls_wR_factor_ref         0.0654
_refine_ls_wR_factor_gt          0.0601
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I -0.17545(2) 0.21768(2) 0.53826(2) 0.04737(9) Uani 1 1 d . . . . .
Ru1 Ru 0.07583(2) 0.16904(2) 0.59383(2) 0.02582(8) Uani 1 1 d . . . . .
Br1 Br 0.02717(5) 0.16121(3) 0.19450(3) 0.04914(12) Uani 1 1 d . . . . .
Br2 Br 0.15812(5) 0.52879(3) 0.25669(4) 0.06456(15) Uani 1 1 d . . . . .
O1 O 0.0695(2) 0.16368(15) 0.43507(18) 0.0321(5) Uani 1 1 d . . . . .
N1 N 0.1151(3) 0.30400(19) 0.5626(2) 0.0307(6) Uani 1 1 d . . . . .
C1 C 0.1392(4) 0.3725(3) 0.6289(3) 0.0436(9) Uani 1 1 d . . . . .
H1 H 0.1406 0.3620 0.6989 0.052 Uiso 1 1 calc R U . . .
C2 C 0.1626(4) 0.4600(3) 0.5967(4) 0.0503(11) Uani 1 1 d . . . . .
H2 H 0.1789 0.5067 0.6453 0.060 Uiso 1 1 calc R U . . .
C3 C 0.1618(4) 0.4775(3) 0.4958(3) 0.0440(10) Uani 1 1 d . . . . .
H3 H 0.1794 0.5356 0.4752 0.053 Uiso 1 1 calc R U . . .
C4 C 0.1342(3) 0.4073(2) 0.4220(3) 0.0317(8) Uani 1 1 d . . . . .
C5 C 0.1282(3) 0.4150(2) 0.3141(3) 0.0371(9) Uani 1 1 d . . . . .
C6 C 0.1006(3) 0.3422(2) 0.2496(3) 0.0349(8) Uani 1 1 d . . . . .
H6 H 0.0977 0.3491 0.1788 0.042 Uiso 1 1 calc R U . . .
C7 C 0.0766(3) 0.2570(2) 0.2888(3) 0.0293(7) Uani 1 1 d . . . . .
C8 C 0.0845(3) 0.2420(2) 0.3940(3) 0.0277(7) Uani 1 1 d . . . . .
C9 C 0.1126(3) 0.3200(2) 0.4597(3) 0.0278(7) Uani 1 1 d . . . . .
C10 C -0.0406(5) 0.2490(3) 0.8431(4) 0.0598(12) Uani 1 1 d . . . . .
H10A H -0.1109 0.2603 0.8769 0.090 Uiso 1 1 calc R U . . .
H10B H -0.0515 0.2845 0.7806 0.090 Uiso 1 1 calc R U . . .
H10C H 0.0387 0.2656 0.8889 0.090 Uiso 1 1 calc R U . . .
C11 C -0.0374(4) 0.1489(3) 0.8162(3) 0.0387(9) Uani 1 1 d . . . . .
H11 H -0.1230 0.1323 0.7769 0.046 Uiso 1 1 calc R U . . .
C12 C -0.0095(5) 0.0908(3) 0.9145(3) 0.0555(12) Uani 1 1 d . . . . .
H12A H 0.0745 0.1050 0.9543 0.083 Uiso 1 1 calc R U . . .
H12B H -0.0129 0.0278 0.8956 0.083 Uiso 1 1 calc R U . . .
H12C H -0.0725 0.1030 0.9555 0.083 Uiso 1 1 calc R U . . .
C13 C 0.0583(3) 0.1245(2) 0.7506(3) 0.0306(8) Uani 1 1 d . . . . .
C14 C 0.0325(3) 0.0493(2) 0.6793(3) 0.0334(8) Uani 1 1 d . . . . .
H14 H -0.0436 0.0169 0.6740 0.040 Uiso 1 1 calc R U . . .
C15 C 0.1181(4) 0.0243(2) 0.6185(3) 0.0374(9) Uani 1 1 d . . . . .
H15 H 0.0988 -0.0250 0.5738 0.045 Uiso 1 1 calc R U . . .
C16 C 0.2351(4) 0.0720(3) 0.6226(3) 0.0392(9) Uani 1 1 d . . . . .
C17 C 0.3209(5) 0.0485(4) 0.5485(4) 0.0614(13) Uani 1 1 d . . . . .
H17A H 0.2691 0.0339 0.4816 0.092 Uiso 1 1 calc R U . . .
H17B H 0.3734 -0.0028 0.5748 0.092 Uiso 1 1 calc R U . . .
H17C H 0.3750 0.0994 0.5419 0.092 Uiso 1 1 calc R U . . .
C18 C 0.2620(3) 0.1448(3) 0.6925(3) 0.0367(9) Uani 1 1 d . . . . .
H18 H 0.3383 0.1768 0.6972 0.044 Uiso 1 1 calc R U . . .
C19 C 0.1752(3) 0.1708(2) 0.7563(3) 0.0322(8) Uani 1 1 d . . . . .
H19 H 0.1960 0.2190 0.8024 0.039 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Ru1 2.7172(4) . ?
Ru1 O1 2.075(2) . ?
Ru1 N1 2.090(3) . ?
Ru1 C18 2.160(3) . ?
Ru1 C19 2.177(3) . ?
Ru1 C16 2.190(4) . ?
Ru1 C15 2.190(4) . ?
Ru1 C14 2.191(3) . ?
Ru1 C13 2.207(3) . ?
Br1 C7 1.880(3) . ?
Br2 C5 1.893(3) . ?
O1 C8 1.298(4) . ?
N1 C1 1.324(5) . ?
N1 C9 1.368(4) . ?
C1 C2 1.395(6) . ?
C2 C3 1.349(6) . ?
C3 C4 1.407(5) . ?
C4 C5 1.410(5) . ?
C4 C9 1.415(5) . ?
C5 C6 1.361(5) . ?
C6 C7 1.401(5) . ?
C7 C8 1.385(5) . ?
C8 C9 1.432(5) . ?
C10 C11 1.519(6) . ?
C11 C13 1.508(5) . ?
C11 C12 1.528(5) . ?
C13 C19 1.407(5) . ?
C13 C14 1.440(5) . ?
C14 C15 1.380(5) . ?
C15 C16 1.420(5) . ?
C16 C18 1.403(5) . ?
C16 C17 1.506(6) . ?
C18 C19 1.423(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ru1 N1 78.76(10) . . ?
O1 Ru1 C18 115.57(13) . . ?
N1 Ru1 C18 94.58(13) . . ?
O1 Ru1 C19 153.43(12) . . ?
N1 Ru1 C19 96.05(12) . . ?
C18 Ru1 C19 38.30(14) . . ?
O1 Ru1 C16 90.63(12) . . ?
N1 Ru1 C16 118.47(14) . . ?
C18 Ru1 C16 37.63(14) . . ?
C19 Ru1 C16 68.75(14) . . ?
O1 Ru1 C15 94.27(12) . . ?
N1 Ru1 C15 155.85(13) . . ?
C18 Ru1 C15 67.38(14) . . ?
C19 Ru1 C15 79.82(14) . . ?
C16 Ru1 C15 37.84(14) . . ?
O1 Ru1 C14 121.20(11) . . ?
N1 Ru1 C14 159.82(13) . . ?
C18 Ru1 C14 79.83(14) . . ?
C19 Ru1 C14 67.53(13) . . ?
C16 Ru1 C14 67.85(14) . . ?
C15 Ru1 C14 36.72(14) . . ?
O1 Ru1 C13 159.38(11) . . ?
N1 Ru1 C13 121.70(12) . . ?
C18 Ru1 C13 68.60(13) . . ?
C19 Ru1 C13 37.43(13) . . ?
C16 Ru1 C13 81.76(14) . . ?
C15 Ru1 C13 68.07(14) . . ?
C14 Ru1 C13 38.23(13) . . ?
O1 Ru1 I1 85.12(7) . . ?
N1 Ru1 I1 85.50(8) . . ?
C18 Ru1 I1 158.98(10) . . ?
C19 Ru1 I1 120.73(10) . . ?
C16 Ru1 I1 154.37(11) . . ?
C15 Ru1 I1 117.21(10) . . ?
C14 Ru1 I1 92.89(9) . . ?
C13 Ru1 I1 93.47(9) . . ?
C8 O1 Ru1 113.8(2) . . ?
C1 N1 C9 118.7(3) . . ?
C1 N1 Ru1 128.0(3) . . ?
C9 N1 Ru1 113.2(2) . . ?
N1 C1 C2 121.9(4) . . ?
C3 C2 C1 120.6(4) . . ?
C2 C3 C4 119.7(4) . . ?
C3 C4 C5 126.4(3) . . ?
C3 C4 C9 116.9(3) . . ?
C5 C4 C9 116.6(3) . . ?
C6 C5 C4 121.4(3) . . ?
C6 C5 Br2 118.9(3) . . ?
C4 C5 Br2 119.7(3) . . ?
C5 C6 C7 120.7(3) . . ?
C8 C7 C6 122.2(3) . . ?
C8 C7 Br1 119.2(3) . . ?
C6 C7 Br1 118.5(3) . . ?
O1 C8 C7 124.8(3) . . ?
O1 C8 C9 119.5(3) . . ?
C7 C8 C9 115.8(3) . . ?
N1 C9 C4 122.1(3) . . ?
N1 C9 C8 114.6(3) . . ?
C4 C9 C8 123.3(3) . . ?
C13 C11 C10 114.6(3) . . ?
C13 C11 C12 108.2(3) . . ?
C10 C11 C12 111.0(4) . . ?
C19 C13 C14 117.0(3) . . ?
C19 C13 C11 123.2(3) . . ?
C14 C13 C11 119.7(3) . . ?
C19 C13 Ru1 70.14(19) . . ?
C14 C13 Ru1 70.30(19) . . ?
C11 C13 Ru1 131.3(2) . . ?
C15 C14 C13 121.5(3) . . ?
C15 C14 Ru1 71.6(2) . . ?
C13 C14 Ru1 71.47(19) . . ?
C14 C15 C16 121.6(3) . . ?
C14 C15 Ru1 71.7(2) . . ?
C16 C15 Ru1 71.1(2) . . ?
C18 C16 C15 117.5(3) . . ?
C18 C16 C17 122.0(4) . . ?
C15 C16 C17 120.4(4) . . ?
C18 C16 Ru1 70.0(2) . . ?
C15 C16 Ru1 71.1(2) . . ?
C17 C16 Ru1 126.1(3) . . ?
C16 C18 C19 121.5(3) . . ?
C16 C18 Ru1 72.4(2) . . ?
C19 C18 Ru1 71.51(19) . . ?
C13 C19 C18 120.9(3) . . ?
C13 C19 Ru1 72.43(19) . . ?
C18 C19 Ru1 70.2(2) . . ?

_refine_diff_density_max         0.733
_refine_diff_density_min         -1.012
_refine_diff_density_rms         0.101

_shelxl_version_number           2014-3

